Alkylation of pyrocatechol in tert-butyl alcohol-sulfuric acid-benzene

被引：6

作者：

Vol'eva, V. B. ^{[1
]}

Prokof'eva, T. I. ^{[1
]}

Belostotskaya, I. S. ^{[1
]}

Komissarova, N. L. ^{[1
]}

Gorbunov, D. B. ^{[1
]}

Kurkovskaya, L. N. ^{[1
]}

机构：

[1] Russian Acad Sci, Emanuel Inst Biochem Phys, Moscow 119334, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 47卷 / 09期

关键词：

Alkylation; Diol; Silver Oxide; Dealkylation; Pyrocatechol;

D O I：

10.1134/S1070428011090089

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alkylation of pyrocatechol with tert-butyl alcohol in benzene in the presence of sulfuric acid gave 3,5-di-tert-butylbenzene-1,2-diol in a higher yield than in analogous reaction with tert-butyl alcohol. This result was rationalized by reduction of inhibitory effect of liberated water, formation of heterogeneous system, and occurrence of the alkylation process in nonpolar organic phase. Intermediate products were identified and found to undergo intra- and intermolecular tert-butyl group transfer with formation of more stable 3,5-di-tertbutylbenzene-1,2-diol. The formation of p-di-tert-butylbenzene indicated participation of benzene in crossalkylation processes.

引用

页码：1310 / 1312

页数：3