反应 #417956

反应方程式

2-amino-5-methylbenzoic acid

phenyl chloroformate

→

desired product

收率 41.4%

6-Methyl-2-phenoxy-4H-3,1-benzoxazin-4-one

收率 41.4%

溶剂

pyridine

反应条件

后处理

1. 1
   其他after which time the pyridine was removed in vacuo
2. 2
   洗涤The residue was washed with water (20 ml)
3. 3
   其他dried in vacuo
4. 4
   其他Recrystallisation from toluene

实验过程

A solution of 2-amino-5-methylbenzoic acid (1.0 g, 6.6 mmol) in pyridine (10 ml) was cooled to 0° C. and treated dropwise with phenyl chloroformate (3.3 ml, 26 mmol). The resulting mixture was allowed to warm to room temperature and stirred for 16 h, after which time the pyridine was removed in vacuo. The residue was washed with water (20 ml) and dried in vacuo. Recrystallisation from toluene afforded the desired product as a pale brown solid (692 mg, 41%); δH (400 MHz, DMSO-d6) 2.40 (3H, s, CH3), 7.33-7.45 (3H, m, Ph), 7.48-7.55 (3H, m, Ph), 7.63 (1H, d, J 8, Ph), 7.89 (1H, s, Ph-H5); m/z (ES+) 254 (MH+).

来源