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The direct formation of cyclopropane tricarboxylic esters from acyclic α-haloesters

✍ Scribed by Elie Abushanab

Book ID
104224008
Publisher
Elsevier Science
Year
1967
Tongue
French
Weight
163 KB
Volume
8
Category
Article
ISSN
0040-4039

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✦ Synopsis

During the lithiuw-liquid amonia reduction of an e,b-unsaturated ketone, the adaition of various alkyl halides leads to the forwation of a-alkylated ketones (1). We employed excess ethyl browoacetate as the alkylating species, and the yield (65%) was considerably more #an that expected. Vapor phase chrowatography (VPC) (BX SE-30 on Chraosorb G +$I x 6 ft. 200°C) showed a wajor product (-95%, R.T. 1'37") and a minor cowponent (-5%, R.T. 3'30"). The mixture was separated by preparative VPC into the cowpouents A and B.

-1 Product A showed infrared absorption at PP and 1725 cw . The N.M.R.

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