反応 #2314278

反応方程式

tetrabromomethane

3-(4-hydroxyphenyl)-1-propanol

triphenylphosphine

→

3-(4-hydroxyphenyl)-1-bromopropane

収率 62.0%

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   抽出extracted with dichloromethane
2. 2
   洗浄the organic layer was washed with water
3. 3
   乾燥dried over anhydrous magnesium sulfate
4. 4
   その他The solvent was removed in vacuo
5. 5
   その他the crude reaction mixture
6. 6
   ろ過was filtered through silica gel
7. 7
   洗浄eluting with 10% ethyl acetate in hexane

実験手順

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.

出典