Ethanol → Benzoic acid, 2,4-dichloro-5-fluoro-, ethyl ester

温度

17 °C

A 25-mL round-bottom flask was equipped with a magnetic stir bar, thermometer, nitrogen inlet, addition funnel, and a reflux condenser. The flask was charged with 2,4-dichloro-5-fluorobenzoyl chloride (5.38 g, 23.65 mmol) and ethyl ether (5.0 g). The resulting colorless solution was cooled to 17° C. using a cool water bath. Ethanol (3.20 g, 69.47 mmol; absolute grade) was added dropwise from the addition funnel over ten minutes. Once the addition was complete, the solution was warmed to room temperature and stirred overnight (17 hours). Additional ether (20 mL) was added to the reaction mixture, which was then transferred to a separatory funnel. The reaction mixture was washed twice with 2% sodium hydroxide solution (10 mL), then with water (10 mL). The upper organic layer was separated and dried over sodium sulfate. The solvent was removed by evaporation under reduced pressure. The residue was dried in a vacuum oven to give 5.09 g of ethyl 2,4-dichloro-5-fluorobenzoate as a pale yellow oil.

1. customA 25-mL round-bottom flask was equipped with a magnetic stir bar
2. additionthermometer, nitrogen inlet, addition funnel, and a reflux condenser
3. additionOnce the addition
4. temperaturethe solution was warmed to room temperature
5. customwas then transferred to a separatory funnel
6. washThe reaction mixture was washed twice with 2% sodium hydroxide solution (10 mL)
7. customThe upper organic layer was separated
8. dry with materialdried over sodium sulfate
9. customThe solvent was removed by evaporation under reduced pressure
10. customThe residue was dried in a vacuum oven

ORDレコード

ord-58ddac9ecb2b4652b575a9e3beaa407b

出典データセット

uspto-grants-1999_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05886210