Synthesis of 2-Mercaptobenzaldehyde, 2-Mercaptocyclohex- 1-enecarboxaldehydes and 3-Mercaptoacrylaldehydes  

Synthesis of 2-Mercaptobenzaldehyde, 2-Mercaptocyclohex- 1-enecarboxaldehydes and 3-Mercaptoacrylaldehydes

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作  者:牛庆芬 徐晓峰 孙宏建 李晓燕 

机构地区:[1]School of Chemistry and Chemical Engineering,Shandong University,Jinan,Shandong 250100,China

出  处:《Chinese Journal of Chemistry》2012年第10期2495-2500,共6页中国化学(英文版)

基  金:We gratefully acknowledge the support by the Na- tional Natural Science Foundation of China (Nos. 20772072 and 20972087).

摘  要:A novel one-pot approach for the preparation of 2-mercaptobenzaldehyde, 2-mercaptocyclohex-l-enecarboxal- dehydes and 3-mercaptoacrylaldehydes [(Z)-3-mercapto-2-methyl-3-phenylacrylaldehyde, 3-mercapto-3-(o-tolyl)- acrylaldehyde)] starting from ortho-bromobenzaldehyde, 2-chlorocyclohex-l-enecarbaldehydes, (Z)-3-chloro-2- methyl-3-phenylacrylaldehyde and 3-chloro-3-(o-tolyl)acrylaldehyde is reported. The reaction of sulfur with the Grignard reagent of the acetal for the protection of the aldehyde group affords the title compounds through hydroly- sis with dilute hydrochloric acid in high yields.A novel one-pot approach for the preparation of 2-mercaptobenzaldehyde, 2-mercaptocyclohex-l-enecarboxal- dehydes and 3-mercaptoacrylaldehydes [(Z)-3-mercapto-2-methyl-3-phenylacrylaldehyde, 3-mercapto-3-(o-tolyl)- acrylaldehyde)] starting from ortho-bromobenzaldehyde, 2-chlorocyclohex-l-enecarbaldehydes, (Z)-3-chloro-2- methyl-3-phenylacrylaldehyde and 3-chloro-3-(o-tolyl)acrylaldehyde is reported. The reaction of sulfur with the Grignard reagent of the acetal for the protection of the aldehyde group affords the title compounds through hydroly- sis with dilute hydrochloric acid in high yields.

关 键 词:2-mercaptobenzaldehyde 2-mercaptocyclohex-l-enecarboxaldehydes 3-mercaptoacrylaldehydes Grignard reagent sulfur ALDEHYDE 

分 类 号:TQ655[化学工程—精细化工] O623.738[理学—有机化学]

 

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