反応 #74462

反応方程式

5-bromo-2-chlorobenzoic acid

compound 3

5-bromo-2-chlorobenzoic acid

→

title compound

5-Bromo-2-chlorobenzyl alcohol

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   温度re-cooled to 0° C.
2. 2
   その他quenched with methanol
3. 3
   workup.ADDITIONThe mixture was diluted with water
4. 4
   抽出extracted with ethyl acetate
5. 5
   洗浄The organic layer was washed with brine
6. 6
   乾燥dried over magnesium sulfate
7. 7
   ろ過filtered
8. 8
   その他evaporated in vacuo

実験手順

To a solution 5-bromo-2-chlorobenzoic acid (compound 3, 100 g, 425 mmol) in tetrahydrofuran (500 mL) at 0° C. was added borane dimethyl sulfide complex (170 mL, 170 mmol). The resulting mixture was stirred with gradual warming to ambient temperature over 15 h, re-cooled to 0° C., and quenched with methanol. The mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate, filtered and evaporated in vacuo to yield the title compound as a white solid, which was used without further purification.

出典