A NEW ROUTE TO 1-SUBSTITUTED 3-CYCLOPENTENES

作     者：MURDOCK, KC ANGIER, RB 

作者机构：Organic Chemical Research Section Lederle Laboratories Division American Cyanamid Company Pearl River New York United States 

出 版 物：《JOURNAL OF ORGANIC CHEMISTRY》 (有机化学杂志)

年 卷 期：1962年第27卷第7期

页      面：2395-&页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

摘      要：The condensation of cis-1,4-dichloro-2-butene with malonic ester followed by saponification gave a mixture of 3-cyclopen tene-1,1-dicarboxylic acid (VI) and 2-vinylcyclopropane-1,1-dicarboxylic acid (VII). The cyclopentene diacid was readily isolated, then converted in several steps via a Curtius rearrangement to the hydrochloride of 3-cyclopenten-1-ylamine (XVI). In a proof of structure the oxidative cleavage of 3-cyclopentene-1-carboxylic acid gave the expected tricarballylic acid (VIII). © 1962, American Chemical Society. All rights reserved.