반응 #50547

반응 방정식

3-Bromophenol

triethylamine

Acetyl chloride

→

3-bromophenyl acetate

수율 99.4%

용매

dichloromethane

반응 조건

후처리

1. 1
   온도the solution was cooled in an ice bath
2. 2
   기타After 1 h the cooling bath was removed
3. 3
   세척The mixture was washed with hydrochloric acid (1N, 250 mL), water (250 mL), 5% NaHCO3 (250 mL), and brine (250 mL)
4. 4
   기타The organic layer was dried
5. 5
   기타evaporated

실험 절차

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).

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