1-[5-(tert-butyl)-2-hydroxyphenyl]-1-propanone -Drug Synthesis Database

【结构式】

【分子编号】29735

【品名】1-[5-(tert-butyl)-2-hydroxyphenyl]-1-propanone

【CA登记号】

【分子式】C₁₃H₁₈O₂

【分子量】206.28472

【元素组成】C 75.69% H 8.8% O 15.51%

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 Friedel-Kraft's condensation of 4-tert-butylphenol (I) with propionyl chloride (II) by means of FeCl3 in methylene chloride gives 2-hydroxy-5-tert-butylpropiophenone (III), which is then condensed with chloroacetylaminomethanol (IV) by means of H2SO4 in acetic acid affording 3-(chloroacetylaminomethyl)-5-tert-butyl-2-hydroxypropiophenone (V). Finally, this compound is hydrolyzed with HCl in methanol.

参考文献中间体

合成目标

【1】 Hashimoto, K.; ONO-3144. Drugs Fut 1985, 10, 10, 825.

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)	29734	4-(tert-butyl)phenol	98-54-4	C₁₀H₁₄O	详情	详情
(II)	15967	propanoyl chloride; propionyl chloride	79-03-8	C₃H₅ClO	详情	详情
(III)	29735	1-[5-(tert-butyl)-2-hydroxyphenyl]-1-propanone		C₁₃H₁₈O₂	详情	详情
(IV)	23020	2-chloro-N-(hydroxymethyl)acetamide	2832-19-1	C₃H₆ClNO₂	详情	详情
(V)	29736	N-[5-(tert-butyl)-2-hydroxy-3-propionylbenzyl]-2-chloroacetamide		C₁₆H₂₂ClNO₃	详情	详情

Extended Information