[4-(4-bromobutoxy)phenyl](4-hydroxyphenyl)methanone -Drug Synthesis Database

【结构式】

【分子编号】46770

【品名】[4-(4-bromobutoxy)phenyl](4-hydroxyphenyl)methanone

【CA登记号】

【分子式】C₁₇H₁₇BrO₃

【分子量】349.22418

【元素组成】C 58.47% H 4.91% Br 22.88% O 13.74%

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)

4,4'-Dihydroxybenzophenone (I) is condensed with 1,4-dibromobutane (II) by means of KH in THF/DMF to afford monoalkylated compound (III), which is then subjected to a McMurry cross-coupling reaction with the organometallic compound (IV) in refluxing THF in the presence of TiCl4 and Zn to provide the isomeric mixture (V). Finally, bromo compound (V) is converted into the target product by first heating with dimethylamine (HNMe2) in MeOH followed by isomer separation by means of preparative HPLC chromatography.

参考文献中间体

合成目标

【1】 Jaouen, G.; et al.; First anti-oestrogen in the cyclopentadienyl rhenium tricarbonyl series. Synthesis and study of antiproliferative effects. Chem Commun (London) 2001, 4, 383.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(Z)-(V)	46772			C₂₈H₂₉BrO₅Re	详情	详情
(E)-(V)	46773			C₂₈H₂₉BrO₅Re	详情	详情
(I)	20637	bis(4-hydroxyphenyl)methanone	611-99-4	C₁₃H₁₀O₃	详情	详情
(II)	11883	1,4-Dibromobutane; 1,4-Butylene bromide	110-52-1	C₄H₈Br₂	详情	详情
(III)	46770	[4-(4-bromobutoxy)phenyl](4-hydroxyphenyl)methanone		C₁₇H₁₇BrO₃	详情	详情
(IV)	46771			C₁₁H₁₂O₄Re	详情	详情

Extended Information