4-chloro-N-(4-hydroxyphenethyl)benzamide -Drug Synthesis Database

【结构式】

【分子编号】39798

【品名】4-chloro-N-(4-hydroxyphenethyl)benzamide

【CA登记号】41859-57-8

【分子式】C₁₅H₁₄ClNO₂

【分子量】275.7344

【元素组成】C 65.34% H 5.12% Cl 12.86% N 5.08% O 11.6%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(III)

The benzoylation of tyramine (2-(p-hydroxyphenyl)ethylamine) (I) with 4-chlorobenzoyl chloride (II) in pyridine gives 4-(4-chlorobenzoylaminoethyl)phenol (III), which by condensation with ethyl alpha-bromoisobutyrate (IV) by means of K2CO3 in refluxing butanone affords ethyl alpha-[4-(4-chlorobenzoylaminoethyl)phenoxy]isobutyrate (V). Finally, this compound is hydrolyzed with KOH in dioxane - water.

参考文献中间体

合成目标

【1】 Castañer, J.; Thorpe. P.; Bezafibrate. Drugs Fut 1978, 3, 4, 258.
【2】 Witte, E.C.; et al. (Boehringer Ingelheim GmbH); Phenoxyalkylcarbosaurederivate und Verfahren zur Herstellung derselben. DE 2149070; ZA 7206638 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	10295	p-Chlorobenzoyl chloride; 4-Chlorobenzoyl chloride	122-01-0	C₇H₄Cl₂O	详情	详情
(II)	19988	4-(2-Aminoethyl)phenol; Tyramine	51-67-2	C₈H₁₁NO	详情	详情
(III)	39798	4-chloro-N-(4-hydroxyphenethyl)benzamide	41859-57-8	C₁₅H₁₄ClNO₂	详情	详情
(IV)	39799	ethyl 2-bromo-2-methylpropanoate	600-00-0	C₆H₁₁BrO₂	详情	详情
(V)	39800	ethyl 2-(4-[2-[(4-chlorobenzoyl)amino]ethyl]phenoxy)-2-methylpropanoate		C₂₁H₂₄ClNO₄	详情	详情

Extended Information