反応 #559282

反応方程式

acetic acid

NaOH

benzyl chloroformate

4-amino-3-methylbenzoic acid

→

title compound

収率 68.1%

4-Benzyloxycarbonylamino-3-methyl-benzoic acid

収率 68.1%

溶媒

water

water

反応条件

後処理

1. 1
   ろ過the solids collected by filtration
2. 2
   洗浄The filter cake was rinsed with water
3. 3
   洗浄The organic was washed with brine
4. 4
   乾燥dried over MgSO4
5. 5
   ろ過filtered
6. 6
   濃縮concentrated
7. 7
   その他The resulting solid was dried under vacuum

実験手順

A mixture of 4-amino-3-methylbenzoic acid (35.1 g, 232 mmol) in water (400 mL) was treated with 2.5N NaOH (200 mL, 500 mmol) and benzyl chloroformate (37.0 mL, 259 mmol). After 1 h, 150 mL water was added, the resulting mixture was treated with glacial acetic acid (15 mL) and the solids collected by filtration. The filter cake was rinsed with water and the resulting solid taken up in ethyl acetate/2-methyl tetrahydrofuran. The organic was washed with brine, dried over MgSO4, filtered and concentrated. The resulting solid was dried under vacuum to give 45.1 g of the title compound. LCMS m/z=307.9 MH+, Rt=2.508 min.

出典