反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
A stirred, cooled (ice bath) solution of [4-(5-tert-butyl-3-formyl-4-isopropoxy-2-methyl-phenylethynyl)-phenyl]-acetic acid methyl ester (Intermediate 142, 0.172 g, 0.42 mmol) in methanol (4 mL) was treated with sodium borohydride (0.02 g, 0.51 mmol) and the resulting reaction mixture was stirred for 1.5 h. The reaction mixture was quenched with water and extracted with diethyl ether. The organic phase was washed with water (×1) and brine (×1), dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to a residue that was subjected to flash column chromatography over silica gel (230–400 mesh) using 15–20% ethyl acetate in hexane as the eluent to afford the title product as a white solid (0.15 g, 88%).
WORKUP
后处理
- customthe resulting reaction mixture
- customThe reaction mixture was quenched with water
- extractionextracted with diethyl ether
- washThe organic phase was washed with water (×1) and brine (×1)
- dry with materialdried over anhydrous sodium sulfate
- filtrationfiltered
- customevaporated in vacuo to a residue that