A SIMPLE, HIGH-YIELDING METHOD FOR THE METHYLENATION OF CATECHOLS

被引：24

作者：

ZELLE, RE

MCCLELLAN, WJ

机构：

[1] Division of Cardiovascular Research, D-47C Pharmaceutical Products Division, Abbott Laboratories Abbott Park, IL 600464

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 22期

关键词：

D O I：

10.1016/S0040-4039(00)74353-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The methylenation of a variety of catechols is described, employing cesium carbonate and bromochloromethane in dimethylformamide at 110-degrees-C or acetonitrile at reflux. The corresponding methylenedioxy derivatives are obtained in 86-97 % yield. Utilization of this method provided beta-hydrastine in 70% yield from its corresponding dihydroxy analog.

引用

页码：2461 / 2464

页数：4

共 11 条

[1]

BANDOPAD.M, 1974, INDIAN J CHEM, V12, P23

[2]

BASHALL AP, 1975, TETRAHEDRON LETT, P3489

[3] SYNTHESIS OF 3,4-DIHYDROXY-2-METHOXYBENZALDEHYDE - USE OF METHYLENEDIOXY AS A PROTECTING GROUP [J].

BICK, IRC ;

RUSSELL, RA .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1969, 22 (07) :1563-&

[4] THE PREPARATION OF METHYLENEDIOXY-METHOXYBENZALDEHYDES [J].

CAMPBELL, KN ;

HOPPER, PF ;

CAMPBELL, BK .

JOURNAL OF ORGANIC CHEMISTRY, 1951, 16 (11) :1736-1741

[5]

CASTILLO P, 1986, SYNTHESIS-STUTTGART, P839

[6]

CLARK JH, 1976, TETRAHEDRON LETT, V38, P3361

[7]

DALLACKER F, 1979, Z NATURFORSCH B, V34, P1434

[8]

DEAN FM, 1963, NATURALLY OCCURRING, P549

[9]

FUJITA H, 1973, YUKUI GOSEI KAGAKO K, V31, P932

[10]

GREEN TW, 1981, PROTECTIVE GROUPS OR, P108

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