반응 #52373

반응 방정식

4-bromo-2-(3-hydroxy-1,1,3-trimethyl-butyl)-phenol

p-toluene sulfonic acid

→

title compound

수율 80.0%

6-Bromo-2,2,4,4-tetramethyl-chroman

수율 80.0%

용매

benzene

반응 조건

후처리

1. 1
   여과filtered on silica gel
2. 2
   세척washed with 10% ethyl acetate in hexane
3. 3
   기타The filtrate and washings were evaporated in vacuo to an oil which

실험 절차

A solution of 4-bromo-2-(3-hydroxy-1,1,3-trimethyl-butyl)-phenol (1.1 g, 3.92 mmol) and p-toluene sulfonic acid (0.744 g, 3.92 mmol) in benzene (20 mL) was refluxed overnight. The reaction mixture cooled to ambient temperature, filtered on silica gel and washed with 10% ethyl acetate in hexane. The filtrate and washings were evaporated in vacuo to an oil which was subjected to flash column chromatography over silica gel (230-400 mesh) using 5% ethyl acetate in hexane as the eluent to afford the title compound as a pale yellow oil (0.84 g, 80%).

출처