反应 #79627

反应方程式

methyl 2-bromo-3-nitrobenzoate

sodium hydroxide

→

methyl 2-bromo-3-aminobenzoate

收率 99.2%

溶剂

hydrochloric acid

ethanol

反应条件

后处理

1. 1
   温度The mixture was cooled to room temperature
2. 2
   萃取The resultant mixture was extracted three times with chloroform
3. 3
   洗涤The extracts were washed with brine
4. 4
   干燥dried over sodium sulfate
5. 5
   过滤filtered
6. 6
   浓缩concentrated

实验过程

A solution of stannous chloride (15.0 g, 76.1 mM) in 30 mL of concentrated hydrochloric acid was slowly added to a solution of methyl 2-bromo-3-nitrobenzoate (4.0 g, 15.4 mM) in 90 mL ethanol at 15-30° C. over 1 hour. The mixture was then heated at 50-60° C. for 15 minutes. The mixture was cooled to room temperature and made alkaline by slow addition of solid sodium hydroxide maintaining a temperature of 30-35° C. The resultant mixture was extracted three times with chloroform. The extracts were washed with brine, dried over sodium sulfate, filtered and concentrated to afford 3.51 g (99%) of methyl 2-bromo-3-aminobenzoate as a yellow oil, identical in all respects to the material derived via catalytic hydrogenation described above.

来源