CONDENSATION OF KETONES WITH DIMETHYL DIMETHYLMALEATE . A SYNTHESIS OF CALYTHRONE

被引：7

作者：

ELLIOTT, M

JANES, NF

JEFFS, KA

机构：

[1] Department of Insecticides and Fungicides, Rothamsted Experimental Station, Harpenden, Herts

来源：

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 14期

关键词：

D O I：

10.1039/j39690001845

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Condensation of 4-methylpentan-2-one with dimethyl dimethylmaleate by use of sodium hydride gives calythrone (2-isovaleryl-4,5-dimethylcyclopentene-1,3- dione) (ca. 5%) but the main product is an ester, shown to be methyl 4-isovaleryl-2-methyl-3-oxocyclopentanecarboxylate and not as previously suggested. Reactions with acetone and acetophenone give only the corresponding cyclopentanone derivatives.

引用

页码：1845 / &

共 16 条

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[12] NEGHERBON WO, 1959, HANDBOOK TOXICOLOGY, V3, P1741
[13] PREPARATION OF 2-ACETYLCYCLOPENT-4-ENE-1,3-DIONES FROM MALEIC ANHYDRIDES + ISOPROPENYL ACETATE
NILSSON, M
[J]. ACTA CHEMICA SCANDINAVICA, 1964, 18 (02): : 441 - &
[14] The addition reaction of the ethylene double bond under the formation of ethane-compounds with two asymmetrical carbon atoms , resulting from the addition procedure, and the influence of reaction speed on the reaction course.
Ott, E
[J]. BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1928, 61 : 2124 - 2142
[15] Calythrone
Penfold, AR
Simonsen, JL
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1940, : 412 - 415
[16] REKKER RF, 1954, RECL TRAV CHIM PAY B, V73, P410

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