公开(公告)号：JPH0381249A

公开(公告)日：1991-04-05

申请号：JP21706589

申请日：1989-08-23

Applicant: AGENCY IND SCIENCE TECHN

Inventor： TAKEHIRA KATSUOMI ,  WATANABE YOSHITO ,  SHIMIZU MASAO ,  HAYAKAWA TAKASHI ,  ORITA HIDEO

IPC: B01J27/122 ,  B01J31/02 ,  C07B61/00 ,  C07C46/08 ,  C07C50/02

Abstract: PURPOSE:To obtain the subject compound useful as a synthetic intermediate of a functional polymer or medical drug, etc., in high yield with using a small amount of catalyst and in high reaction speed by efficiently oxidizing 2,6- dimethylphenol with oxygen using a specific catalyst. CONSTITUTION:A catalyst composed of a copper compound and a various nitrogen compound, namely salt of hydroxylamines and an inorganic acid or a mixture of said amines and acid, or combination of oximes or a mixture of oximes and an inorganic acid is used to oxidize 2,6-dimethylphenol with oxygen preferably in a 1-8C lower aliphatic alcohol or a mixed solution of an aromatic hydrocarbon and a 1-8C lower aliphatic alcohol as a solvent to afford the aimed compound. Reaction temperature is preferably from room temperature to 200 deg.C, especially from room temperature to 80 deg.C. Besides, using ratio of the copper compound to hydroxylamines, etc., is 1mol the former copper compound to 0.3-3mol the latter compound.

公开(公告)号：JPH0381241A

公开(公告)日：1991-04-05

申请号：JP21706689

申请日：1989-08-23

Applicant: AGENCY IND SCIENCE TECHN

Inventor： TAKEHIRA KATSUOMI ,  WATANABE YOSHITO ,  SHIMIZU MASAO ,  HAYAKAWA TAKASHI ,  ORITA HIDEO

IPC: B01J27/122 ,  B01J31/02 ,  C07B61/00 ,  C07C45/36 ,  C07C47/565

Abstract: PURPOSE:To obtain the subject compound in high yield by oxidizing 2,4,6- trimethylphenol with oxygen in the presence of a catalyst consisting of a combination of a copper compound and a specific nitrogen compound in a solvent consisting of an aliphatic alcohol and/or an aromatic hydrocarbon. CONSTITUTION:3,5-Dimethyl-4-hydroxybenzaldehyde is produced by oxidizing 2,4,6-trimethylphenol with oxygen in the presence of a catalyst consisting of a copper compound and various nitrogen compounds selected from amines or an inorganic acid amine salt or their mixture, hydroxylamines or inorganic acid hydroxylamine salt or their mixture and oximes or a mixture of oximes and an inorganic acid and using a reaction solvent consisting of a 1-8C lower aliphatic alcohol or a mixture of an aromatic hydrocarbon and a 1-8C lower aliphatic alcohol. The product is useful as a synthetic intermediate for perfumes, agricultural chemicals, pharmaceuticals, etc.

公开(公告)号：JPH01246241A

公开(公告)日：1989-10-02

申请号：JP7272788

申请日：1988-03-25

Applicant: AGENCY IND SCIENCE TECHN

Inventor： SHIMIZU MASAO ,  TAKEHIRA KATSUOMI ,  HAYAKAWA TAKASHI ,  ORITA HIDEO

IPC: C07B61/00 ,  B01J23/28 ,  B01J27/19 ,  C07C45/00 ,  C07C46/06 ,  C07C50/02 ,  C07C67/00

Abstract: PURPOSE:To easily and safely obtain the subject compound useful as a raw material for synthetic vitamin E, etc., in high yield and efficiency, on an industrial scale at a low cost in one step, by using 2,3,5-trimethylphenol as a raw material and H2O2 as an oxidizing agent and oxidizing the raw material with the oxidizing agent in the presence of a specific catalyst. CONSTITUTION:The objective compound can be produced by reacting (A) 2,3,5- trimethylphenol which can be easily produced on an industrial scale by the methylation of phenol with (B) an aqueous solution of hydrogen peroxide as an oxidizing agent in a solvent (e.g., acetic acid) in the presence of (C) a catalyst amount of an oxidation catalyst consisting of a heteropolyacid having P or Si as the center element and containing Mo or W under stirring usually for 1-15hr while maintaining the system at 0-70 deg.C, preferably 10-35 deg.C, thereby oxidizing the component A. The above catalyst is e.g., silicomolybdic acid, silicotungstic acid, phosphotungstic acid, phosphomolybdic acid, their ammonium salts, alkali metal salts, etc. The objective compound can be produced without using expensive catalyst and producing industrial waste by the present process.