摘要 |
1,201,209. 2-(Nitrophenyl) alkanols. BOFORS A.B. 14 June, 1968 [14 June, 1967], No. 28524/68. Heading C2C. The invention relates to a method of preparing a substituted or unsubstituted 2-(o- or pnitrophenyl) alkanol by reacting a substituted or unsubstituted o- or p-mononitro-alkyl benzene preferably having the general formula in which one of the groups R 2 , R 4 and R 6 is a nitro group, and the remaining groups R 2 -R 8 are the same or different and are each hydrogen or a substituent such as a halogen atom or an alkyl or aryl group with an aldehyde having noα-hydrogen atom in a dialkyl-sulphoxide or N-substituted amide, e.g. dimethyl sulphoxide or formamide as solvent and in the presence of a strong base, e.g. an alkali metal hydroxide in solid aqueous or alcoholic solutions or an alkali metal methylate or an alkali metal ethylate, specified nitro alkyl benzenes are o- or p-nitrotoluene, o-nitroethyl benzene 4-chloro-2-nitrotoluene or 2-(o-nitrophenyl) ethanol. Specified aldehydes are formaldehyde, furfural, benzaldehyde, or a substituted benzaldehyde, wherein the substituent is non-reactive with the base employed. In an example, 4-chloro-2- nitrotoluene and para-formaldehyde are dissolved in dimethyl-sulphoxide and potassium hydroxide added in methanol and subjected to distillation in 2-(4-chloro-2-nitrophenyl) ethanol subsequently obtained. In another example, o-nitrotoluene and furfural are dissolved in dimethyl sulphoxide to which sodium dissolved in ethanol is added and CO 2 passed through. Subsequent distillation yielded 1-(2-furyl)-2- (2-nitrophenyl) ethylene and 1-(2-furyl)-2- (2-nitrophenyl) ethanol. Many other examples are given.
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