Synthesis of 1-(4-methylbenzyl)-2-methyl-octahydro-isoquinoline hydrochloride
10.11665/j.issn.1000-5048.20160507
- VernacularTitle:1-(4-甲基苄基)-2-甲基-八氢异喹啉盐酸盐的合成
- Author:
Weizhong LIU
1
;
Guangwei HE
;
Yinhu WANG
;
Jianxun HE
;
Kui WANG
Author Information
1. 合肥医工医药有限公司
- Publication Type:Journal Article
- Keywords:
phosphate dimemorfan;
intermediate;
synthesis;
antitussive agent
- From:
Journal of China Pharmaceutical University
2016;47(5):548-550
- CountryChina
- Language:Chinese
-
Abstract:
1-(4-Methylbenzyl)-2-methyl-octahydro-isoquinoline hydrochloride(1)is the key intermediate to prepare a new type of antitussives agent phosphate dimemorfan. 4-methyl-phenylacetic acid as a raw materials, was chlorinated with thionyl chloride to obtain 4-methyl-phenylacetyl chloride, followed by reaction with 2-cyclohexenyl amine, then cyclization, reduction, methylation and salt formation by HCl were taken out to give the desired product 1. The total yield is 54%, and the purity is greater than 98%. This synthetic process is characterized with available raw materials, simple in operation with high yield and purity, and suitable for large-scale production.
