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Preparation of orcinol

阅读:422发布:2023-06-30

专利汇可以提供Preparation of orcinol专利检索,专利查询,专利分析的服务。并且A process for preparing 3,5-dihydroxytoluene in which an alkyl acetoacetate is reacted with an alkyl crotonate in the presence of a hydride to form a carboethoxymethyldihydroresorcinol; in which said carboethoxymethyldihydroresorcinol is saponified and decarboxylated (decarbalkoxylation) and acidified whereby methyldihydroresorcinol is obtained; and wherein said methyldihydroresorcinol is dehydrogenated in the presence of a dehydrogenation catalyst to form 3,5-dihydroxytoluene. 3,5dihydroxytoluene has a number of uses including its use as a reagent for pentoses, lignin, beet sugar, saccharose, arabinose and diastase.,下面是Preparation of orcinol专利的具体信息内容。

1. A PROCESS FOR PREPARING 3,5-DIHYDROXYTOLUENE WHICH COMPRISES: CONDENSING AN ALKYL CROTONATE WITH AN ALKYL ACETOACETATE, SAID ALKYL GROUPS CONTAINING FROM 1-12 CARBON ATOMS, IN THE PRESENCE OF A STRONG BASE SELECTED FROM THE GROUP CONSISTING OF SODIUM HYDRIDE, SODIUM METHYLATE AND SODIUM ETHYLATE TO FORM THE SALT OF A CARBOALKOXYME;THYLDIHYDROESORCINOL; REFLUXING SAID SALT WITH AN AQUEOUS ALKALI METAL HYDROXIDE SOLUTION, RECOVERING THE HYDROLYSIS PRODUCT, HEATING SAID HYDROYLSIS PRODUCT IN THE PRESENCE OF ACID, COOLING TO FORM A PRECIPATE, RECOVERING SAID PRECIPIATE WHICH IS METHYLDIHYDROESORCINOL; AND SUBSEQUENTLY DEHYDROGENEATING SAID METHYLDIHYDROESORCINOL TO FORM ORCINOL.
2. A process as in claim 1 wherein the alkyl group of said alkyl crotonate and said alkyl acetoacetate contains from 1 to 4 carbon atoms.
3. A process as in claim 1 wherein said methyldihydroresorcinol is converted to orcinol by heating a solvent solution of said methyldihydroresorcinol in the presence of a dehydrogenation catalyst, said solvent being inert and having a boiling point of at least 156*C.
4. A process as in claim 1 wherein said alkyl crotonate is ethyl crotonate.
5. A process as in claim 4 wherein said alkyl acetoacetate is ethyl acetate.
6. A process as in claim 3 wherein said catalyst is palladium-on-carbon.
7. A process as in claim 1 wherein said base is sodium hydride.
8. A process as in claim 3 wherein said solvent has a boiling point of from 156*C to 259*C.
9. The process set forth in claim 1 wherein said salt of a carboalkoxymethyldihydroresorcinol is treated with an acid and the resulting carboalkoxymethyldihydroresorcinol isolated prior to hydrolysis by refluxing with said alkali metal hydroxide solution.
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