92.
    发明专利
    未知

    公开(公告)号:FR2730730B1

    公开(公告)日:1997-04-04

    申请号:FR9501926

    申请日:1995-02-20

    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.\!

    Method for preparing 3-carboxy-4-hydroxybenzaldehydes and de rivatives thereof

    公开(公告)号:AU6007996A

    公开(公告)日:1996-12-11

    申请号:AU6007996

    申请日:1996-05-24

    Inventor: METIVIER PASCAL

    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.

    PROCEDE DE PREPARATION DE 3-CARBOXY-4-HYDROXYBENZALDEHYDES ET DERIVES

    公开(公告)号:CA2190030A1

    公开(公告)日:1996-11-28

    申请号:CA2190030

    申请日:1996-05-24

    Inventor: METIVIER PASCAL

    Abstract: The object of the invention is a method for preparing 3-carboxy-4-hydroxybenzaldehydes and derivatives thereof from phenol compounds bearing formyl and/or hydroxymethyl groups in positions 2 and 4. Another object of the invention is the production of 4-hydroxybenzaldehydes from 3-carboxy-4-hydroxybenzaldhydes, and particularly the production of 3-methoxy-4-hydroxybenzaldehyde and 3-ethoxy-4-hydroxybenzaldehyde, known as "vanillin" and "ethyl vanillin" respectively. The method for preparing 3-carboxy-4-hydroxybenzaldehyde is characterised in that the group in position 2 of the phenol compound bearing formyl and/or hydroxymethyl groups in positions 2 and 4 is selectively oxidised to a carboxylic group, and optionally a hydroxymethyl group in position 4 to a formyl group. By thereafter decarboxylating the 3-carboxy-4-hydroxybenzaldehyde, a 4-hydroxybenzaldehyde is obtained.

    97.
    发明专利
    未知

    公开(公告)号:FI964190A

    公开(公告)日:1996-10-18

    申请号:FI964190

    申请日:1996-10-18

    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.\!

    98.
    发明专利
    未知

    公开(公告)号:NO964258D0

    公开(公告)日:1996-10-07

    申请号:NO964258

    申请日:1996-10-07

    Inventor: METIVIER PASCAL

    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.

    100.
    发明专利
    未知

    公开(公告)号:FR2719042B1

    公开(公告)日:1996-05-15

    申请号:FR9404933

    申请日:1994-04-25

    Inventor: METIVIER PASCAL

    Abstract: Prodn. of optically active alpha -(hydroxyphenoxy)-alkanoic acids (I) comprises (a) hydrolysing an alcohol soln. of an optically active alkyl alpha -halo-alkanoate ester (II) with an aq. alkali metal hydroxide soln. to give a soln. of an optically active alkali metal alpha -halo-alkanoate salt, and (b) treating the soln. with a dihydroxybenzene (III), opt. in alkali metal salt form, in the presence of an alkali metal hydroxide and an alcohol solvent.

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