反应 #2314278
ord-9bd666e9f4f14fe9be6a07496a31982b
反应方程式
tetrabromomethane
3-(4-hydroxyphenyl)-1-propanol
triphenylphosphine
→
3-(4-hydroxyphenyl)-1-bromopropane
收率 62.0%
反应条件
详细条件
See reaction.notes.procedure_details.
后处理
- 1萃取extracted with dichloromethane
- 2洗涤the organic layer was washed with water
- 3干燥dried over anhydrous magnesium sulfate
- 4其他The solvent was removed in vacuo
- 5其他the crude reaction mixture
- 6过滤was filtered through silica gel
- 7洗涤eluting with 10% ethyl acetate in hexane
实验过程
A solution of tetrabromomethane (1.125 eq.) in dichloromethane (0.5 ml/mole) was added dropwise to the solution of the commercially available 3-(4-hydroxyphenyl)-1-propanol 1B (1 eq.) and triphenylphosphine (1.125 eq.) in dichloromethane at 0° C. The reaction mixture was stirred at room temperature for 2 days, extracted with dichloromethane, and the organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed in vacuo. the crude reaction mixture was filtered through silica gel, eluting with 10% ethyl acetate in hexane, to give 3-(4-hydroxyphenyl)-1-bromopropane 2 as a brown oil in 62% yield.