تفاعل #84747

معادلة التفاعل

2-amino-5-bromo-3-fluorobenzoic acid

borohydride

→

title compound

المردود 95.0%

(2-amino-5-bromo-3-fluorophenyl)methanol

المردود 95.0%

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction was quenched with methanol (150 mL)
2. 2
   تركيزconcentrated in vacuum
3. 3
   workup.ADDITIONdiluted with aqueous sodium bicarbonate (400 mL)
4. 4
   استخلاصextracted with ethyl acetate (200 mL*3)
5. 5
   أخرىThe organic layers were separated
6. 6
   غسيلwashed with water (200 mL) and brine (200 mL)
7. 7
   تجفيفdried over sodium sulfate
8. 8
   ترشيحfiltered
9. 9
   تركيزconcentrated

الإجراء التجريبي

To a solution of 2-amino-5-bromo-3-fluorobenzoic acid (14.5 g, 62.2 mmol) in THF (150 mL) at 0° C. was added borohydride in THF (1 M, 310 mL), and the reaction mixture was stirred at room temperature overnight. The reaction was quenched with methanol (150 mL), concentrated in vacuum, diluted with aqueous sodium bicarbonate (400 mL) and extracted with ethyl acetate (200 mL*3). The organic layers were separated, combined, washed with water (200 mL) and brine (200 mL), dried over sodium sulfate, filtered and concentrated to afford the title compound (13.0 g, crude), which was directly used in the next step without the further purification. MS (ES+) C7H7BrFNO requires: 219, 221, found: 220, 222 [M+H]+.

المصدر