Acetyl chloride → Phenol, 3-bromo-, 1-acetate

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).

1. temperaturethe solution was cooled in an ice bath
2. customAfter 1 h the cooling bath was removed
3. washThe mixture was washed with hydrochloric acid (1N, 250 mL), water (250 mL), 5% NaHCO3 (250 mL), and brine (250 mL)
4. customThe organic layer was dried
5. customevaporated

ORDレコード

ord-8e6f46760ff44cffbbd31b5a4d5068ea

出典データセット

uspto-grants-1999_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05874441