A new convenient synthesis of ortho‐, meta‐ and para‐chloromethylstyrenes

A new convenient synthesis of ortho‐, meta‐ and para‐chloromethylstyrenes
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邻氯甲基苯乙烯、间氯甲基苯乙烯和对氯甲基苯乙烯的新型便捷合成

DOI:
10.1002/macp.1985.021861211
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发表时间:
1985
期刊:
影响因子:
--
通讯作者:
Q. Pham
Q. Pham
中科院分区:
--
文献类型:
--
作者:
J. Monthéard;M. Camps;M. Chatzopoulos;Q. Pham

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从市售的邻、间和对溴苄基溴(1a-c)开始,通过三步序列制备邻、间和对氯甲基苯乙烯(4a-c),将其转化为甲氧基甲基衍生物(2a-c)。在过渡金属催化剂的存在下,相应的格氏化合物与溴乙烯基的偶联导致甲氧基甲基苯乙烯(3a-c),其通过与BCl 3反应转化为所需产物。研究了3种异构体的IR、~ 1H和~(13)CNMR谱。
Ortho-, meta- and para-chloromethylstyrenes (4a – c) were prepared by a three-step sequence starting from the commercial ortho-, meta- and para-bromobenzyl bromides (1a – c), which were transformed into the methoxymethyl derivatives (2a – c). Coupling of the corresponding Grignard compounds with vinylbromide in presence of a transition metal catalyst led to the methoxymethyl styrenes (3a – c), which were transformed into the desired products by reaction with BCl3. IR, 1H and 13C NMR spectra of the 3 isomers were studied.