35236-40-9Relevant articles and documents
SYNTHESIS OF 3-METHYLPYROCATECHOL AND ITS DIACETATE - INTERMEDIATES FOR PRODUCTION OF 3-METHYL-4,6-DINITROPYROCATECHOL (ANTIOXIDANT FOR FATS).
Daukshas,Martinkus,Shal'tite,Udrenaite
, p. 2520 - 2521 (2007/10/02)
The authors have devised simple methods for synthesizing compounds (III) (3-Methylpyrocatechol) and (3-Methylpyrocatechol diacetate) (IV) in high yields (75% of theoretical) by using a scheme from o-vanillin (I), and which is a by-product of vanillin manufacture. o-Vanillin is reduced under the conditions of the Kishner reaction by the method described in the literature. It is found that increase of the time of boiling of the mixture of compound (I) with hydrazine hydrate from 1-2 to 4 h, and of the time of heating of the reaction mixture at 140-145 degree (after addition of potassium hydroxide) from 0. 5-1 to 4 h, raises the yield of (II) (2-Methyl-6-methoxyphenol) from 82 to 90%. If this reaction is conducted in diethylene glycol solution or if the reduction is effected by amalgamated zinc and hydrochloric acid, compound (II) is obtained in yields of 70 and 45% respectively.
