公开(公告)号：DE69731967T2

公开(公告)日：2005-06-23

申请号：DE69731967

申请日：1997-10-13

Applicant: RHONE POULENC CHIMIE

Inventor： METIVIER PASCAL ,  MALIVERNEY CHRISTIAN ,  DENIS PHILIPPE

IPC: B01J23/644 ,  C07B61/00 ,  C07C45/38 ,  C07C47/565 ,  C07C47/575 ,  C07C47/58 ,  C07C51/255 ,  C07C65/05

Abstract: The present invention concerns a process for the preparation of a 2-hydroxybenzoic acid and of a 4-hydroxybenzaldehyde and derivatives thereof from a mixture of two phenolic compounds, one carrying a formyl or hydroxymethyl group in the 2 position, and the other carrying a formyl or hydroxymethyl group in the 4 position. The invention also concerns the preparation of a 4-hydroxybenzaldehyde from said mixture. The invention more particularly concerns the preparation of 3-methoxy-4-hydroxybenzaldehyde and of 3-ethoxy4-hydroxybenzaldehyde, respectively known as "vanillin" and ethylvanillin". The process for the preparation of a 2-hydroxybenzoic acid and a 4-hydroxybenzaldehyde and derivatives thereof is characterised in that the formyl or hydroxymethyl group in the 2 position of compound (A) in a mixture of phenolic compounds, one (A) carrying a formyl or hydroxymethyl group in the 2 position, and the other (B) carrying a formyl or hydroxymethyl group in the 4 position, is selectively oxidised to a carboxy group and optionally a hydroxymethyl group of compound (B) in the 4 position is selectively oxidised to a formyl group, thus producing a mixture of a 2-hydroxybenzoic acid and a 4-hydroxybenzaldehyde.

公开(公告)号：HU221379B1

公开(公告)日：2002-09-28

申请号：HU9502635

申请日：1995-09-08

Applicant: RHONE POULENC CHIMIE

Inventor： BERNARD LAURENT ,  METIVIER PASCAL

IPC: C06B25/04 ,  C07C201/08 ,  C07C205/24 ,  C07C205/20

Abstract: Prepn. of picric acid comprises nitrating o-nitrophenol and/or p-nitrophenol to dinitrophenols such that the intermediate(s) formed remain soluble in the reaction medium. Nitration is then continued to obtain picric acid which pptes. Either nitric acid or the nitrating mixt. is introduced into the nitrophenol; or the nitrophenol is progressively introduced to the reaction medium comprising nitric acid or the nitrating mixt.; or the nitrophenol and the nitric acid or nitrating mixt. are simultaneously introduced on a first bottoms mixt. comprising water or co-acid. The nitrating mixt. is nitric acid associated with a strong co-acid.

公开(公告)号：HU219805B

公开(公告)日：2001-08-28

申请号：HU9502709

申请日：1995-09-15

Applicant: RHONE POULENC CHIMIE

Inventor： DOS SANTOS EMMANUEL ,  METIVIER PASCAL

IPC: B01J27/13 ,  B01J27/188 ,  B01J27/19 ,  B01J31/04 ,  C07B61/00 ,  C07C51/16 ,  C07C51/27 ,  C07C51/285 ,  C07C53/124 ,  C07C55/00 ,  C07C55/16 ,  C07C55/18 ,  C07C69/24 ,  C07C69/347 ,  C07C69/44 ,  C11C3/00

Abstract: Prepn. of mono- and di-carboxylic acids from unsatd. fatty acids and/or derivs., comprises: (i) oxidising an unsatd. fatty acid, in the form of an acid and/or ester, with hydrogen peroxide in presence of a metal oxide or a carboxylic acid, opt. with a ruthenium catalyst; (ii) reacting the mixt. with nitric acid in presence of a vanadium catalyst, opt. with a co-catalyst; and (iii) recovering the mono- and di-carboxylic acids. The starting material is pref. a fatty acid with at least one double bond, an animal fat or oil, a vegetable oil, an ester of a pptd. fatty acid and is pref. oleic, colza, sunflower and soya oil. The ruthenium catalyst is pref. present in amt. of 1-35 % w.r.t. H2O2. H2O2 may be used with a gp. VIa metal catalyst, esp. a W and/or Mo catalyst in amt. of 1-35 (pref. 3-10) %, w.r.t. H2O2. The vanadium catalyst may be a V halide, a V oxide, a V oxyhalide, a V or vanadyl sulphate, an alkali metal or ammonium vanadate, or V acetylacetonate. The optional V co-catalyst may be based on a Gp. VIIa or VIII metal. A stoichiometric amt. of H2O2 or a 0-50 % excess is used with a carboxylic acid in a hydrogen peroxide : carboxylic acid molar ratio of 10-500 (pref. 10-40) %.

公开(公告)号：NO307298B1

公开(公告)日：2000-03-13

申请号：NO964463

申请日：1996-10-21

Applicant: RHONE POULENC CHIMIE

Inventor： METIVIER PASCAL ,  JOUVE ISABELLE ,  MALIVERNEY CHRISTIAN

IPC: B01J27/053 ,  C07B61/00 ,  C07C45/65 ,  C07C45/67 ,  C07C47/575 ,  C07C47/58 ,  C07C51/15 ,  C07C51/353 ,  C07C51/367 ,  C07C51/373 ,  C07C65/21

Abstract: PCT No. PCT/FR96/00241 Sec. 371 Date Oct. 16, 1996 Sec. 102(e) Date Oct. 16, 1996 PCT Filed Feb. 14, 1996 PCT Pub. No. WO96/26175 PCT Pub. Date Aug. 29, 1996The subject of the present invention is a process for the preparation of a 4-hydroxybenzaldehyde carrying at least one substituent in the position ortho to the OH group. It more particularly relates to the preparation of 3-methoxy-4-hydroxybenzaldehyde and of 3-ethoxy-4-hydroxybenzaldehyde. The process for the preparation of a substituted 4-hydroxybenzaldlehyde, substituted at least in the 3 position by an alkoxy group, is characterized in that it comprises subjecting a substituted phenol compound, substituted at least in the 2 position by an alkoxy group and in which the 4 and 6 positions are free, to a first stage of carboxylation in the 6 position, then to a stage of hydroxymethylation in the 4 position, followed by a stage of oxidation of the hydroxymethyl group to a formyl group, and finally to a last decarboxylation stage.\!

公开(公告)号：ES2133060A1

公开(公告)日：1999-08-16

申请号：ES9601375

申请日：1996-06-20

Applicant: RHONE POULENC CHIMIE

Inventor： BIGOURAUX JEAN-CHRISTOPHE ,  DOS SANTOS EMMANUEL ,  METIVIER PASCAL ,  MICHEL MURIEL

IPC: C07C51/15 ,  C07C65/05

Abstract: Procedimiento para la síntesis de ácidos hidroxiarilcarboxílicos portadores de grupo(s) electroatractor(es) y/o lipófilo(s) a partir del fenol correspondiente y de sus derivados. Este procedimiento está definido por la etapa de puesta en contacto del fenato de dicho fenol con gas carbónico en un disolvente suficientemente poco polar para no ser miscible en agua. Aplicación a síntesis orgánica.

公开(公告)号：DE69508864D1

公开(公告)日：1999-05-12

申请号：DE69508864

申请日：1995-09-08

Applicant: RHONE POULENC CHIMIE

Inventor： METIVIER PASCAL ,  BERNARD LAURENT

IPC: C06B25/04 ,  C07C201/08 ,  C07C205/24

Abstract: Prepn. of picric acid comprises nitrating o-nitrophenol and/or p-nitrophenol to dinitrophenols such that the intermediate(s) formed remain soluble in the reaction medium. Nitration is then continued to obtain picric acid which pptes. Either nitric acid or the nitrating mixt. is introduced into the nitrophenol; or the nitrophenol is progressively introduced to the reaction medium comprising nitric acid or the nitrating mixt.; or the nitrophenol and the nitric acid or nitrating mixt. are simultaneously introduced on a first bottoms mixt. comprising water or co-acid. The nitrating mixt. is nitric acid associated with a strong co-acid.

公开(公告)号：DE69407865T2

公开(公告)日：1998-07-30

申请号：DE69407865

申请日：1994-05-20

Applicant: RHONE POULENC CHIMIE

Inventor： METIVIER PASCAL ,  BERNARD LAURENT

IPC: C07C201/06 ,  C07C201/10 ,  C07C205/22 ,  C07C207/04 ,  C07C205/37 ,  C07C205/26

Abstract: The subject of the present invention is a process for the preparation of nitrophenols. More particularly, the invention relates to the preparation of p-nitrophenol. The process of preparation of the invention, which consists in preparing p-nitrophenol by nitrosation of phenol in the presence of sulphuric acid and then oxidation of p-nitrosophenol with nitric acid, is characterised in that, in the first nitrosation stage, the concentration of sulphuric acid is at least equal to 60% and, in the second stage, at the end of the oxidation reaction, the concentration of sulphuric acid is at most equal to 80%, which makes it possible to precipitate p-nitrophenol which is then separated.

公开(公告)号：DE69407865D1

公开(公告)日：1998-02-19

申请号：DE69407865

申请日：1994-05-20

Applicant: RHONE POULENC CHIMIE

Inventor： METIVIER PASCAL ,  BERNARD LAURENT

IPC: C07C201/06 ,  C07C201/10 ,  C07C205/22 ,  C07C207/04 ,  C07C205/37 ,  C07C205/26

Abstract: The subject of the present invention is a process for the preparation of nitrophenols. More particularly, the invention relates to the preparation of p-nitrophenol. The process of preparation of the invention, which consists in preparing p-nitrophenol by nitrosation of phenol in the presence of sulphuric acid and then oxidation of p-nitrosophenol with nitric acid, is characterised in that, in the first nitrosation stage, the concentration of sulphuric acid is at least equal to 60% and, in the second stage, at the end of the oxidation reaction, the concentration of sulphuric acid is at most equal to 80%, which makes it possible to precipitate p-nitrophenol which is then separated.

公开(公告)号：FR2730731B1

公开(公告)日：1997-04-04

申请号：FR9501927

申请日：1995-02-20

Applicant: RHONE POULENC CHIMIE

Inventor： METIVIER PASCAL ,  DOS SANTOS EMMANUEL

IPC: C07C51/15 ,  C07C65/21 ,  C07C47/58

公开(公告)号：NO964258L

公开(公告)日：1997-01-24

申请号：NO964258

申请日：1996-10-07

Applicant: RHONE POULENC CHIMIE

Inventor： METIVIER PASCAL

IPC: B01J23/42 ,  B01J23/44 ,  C07B61/00 ,  C07C45/38 ,  C07C45/65 ,  C07C45/67 ,  C07C47/575 ,  C07C47/58 ,  C07C51/255 ,  C07C65/30 ,  C07C201/12 ,  C07C205/61

Abstract: PCT No. PCT/FR96/00779 Sec. 371 Date Jan. 24, 1997 Sec. 102(e) Date Jan. 24, 1997 PCT Filed May 24, 1996 PCT Pub. No. WO96/37454 PCT Pub. Date Nov. 28, 1996The present invention concerns a process for the preparation of 3-carboxy-4-hydroxybenzaldehydes and derivatives thereof from phenolic compounds carrying formyl and/or hydroxymethyl groups in the 2 and 4 positions. The invention also concerns the preparation of 4-hydroxybenzaldehydes from 3-carboxy-4-hydroxybenzaldehydes. More particularly, the invention concerns the preparation of 3-methoxy-4-hydroxybenzaldehyde and 3-ethoxy-4-hydroxybenzaldehyde, respectively known as "vanillin" and "ethylvanillin". The process for the preparation of 3-carboxy-4-hydroxybenzaldehyde is characterized in that the group in the 2 position in a phenolic compound carrying formyl and/or hydroxymethyl groups in the 2 and 4 positions is selectively oxidized to a carboxy group, and optionally a hydroxymethyl group in the 4 position is selectively oxidized to a formyl group. A successive decarboxylation step for a 3-carboxy-4-hydroxybenzaldehyde produces a 4-hydroxybenzaldehyde.