反応 #50547

反応方程式

3-Bromophenol

triethylamine

Acetyl chloride

→

3-bromophenyl acetate

収率 99.4%

溶媒

dichloromethane

反応条件

後処理

1. 1
   温度the solution was cooled in an ice bath
2. 2
   その他After 1 h the cooling bath was removed
3. 3
   洗浄The mixture was washed with hydrochloric acid (1N, 250 mL), water (250 mL), 5% NaHCO3 (250 mL), and brine (250 mL)
4. 4
   その他The organic layer was dried
5. 5
   その他evaporated

実験手順

3-Bromophenol (100 g, 580 mmol) and triethylamine (104 mL, 750 mmol) were dissolved in dichloromethane (500 mL), and the solution was cooled in an ice bath. Acetyl chloride (49.7 g, 630 mmol) was added dropwise. After 1 h the cooling bath was removed and the mixture was stirred overnight (approx 16 h) at room temperature. The mixture was washed with hydrochloric acid (1N, 250 mL), water (250 mL), 5% NaHCO3 (250 mL), and brine (250 mL). The organic layer was dried and evaporated to provide 124 g (99%) of 3-bromophenyl acetate as a light brown liquid; 1H NMR (CDCl3) δ7.36 (d, 1H), 7.32-7.20 (m, 2H), 7.05 (d, 1H), 2.28 (s, 3H).

出典