تفاعل #72467

معادلة التفاعل

water

sodium hydroxide

water

methyl 2-amino-5-bromobenzoate

lithium aluminium hydride

→

(2-amino-5-bromophenyl)methanol

المردود 59.8%

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   ترشيحwas filtered through celite
2. 2
   أخرىEvaporation of the solvent and purification of the crude product by flash chromatography on silica gel (dichloromethane/ethyl acetate, 2/1)

الإجراء التجريبي

To a suspension of lithium aluminium hydride (0.33 g, 8.7 mmol) in THF (10 ml) was added a solution of methyl 2-amino-5-bromobenzoate (2.0 g, 8.7 mmol) in 20 ml THF at 0° C. under nitrogen. Then stirring was continued for 2 h. 0.64 ml water, 2 M solution of sodium hydroxide (0.64 ml) and again 1.28 ml water were added before the resulting mixture was filtered through celite. Evaporation of the solvent and purification of the crude product by flash chromatography on silica gel (dichloromethane/ethyl acetate, 2/1) yielded (2-amino-5-bromophenyl)methanol (1.0 g, 5.2 mmol, 59%) as off-white solid.

المصدر