反应 #2314317

反应方程式

Methyl 4,5-difluoroanthranilate

p-nitrophenyl chloroformate

pyridine

THF

→

Methyl 2-(p-Nitrophenyl)carbamoyl-4,5-difluorobenzoate

溶剂

acetonitrile

反应条件

后处理

1. 1
   其他Solvent was removed in vacuo
2. 2
   其他the residue triturated with ethyl ether (ca. 3 ml)
3. 3
   过滤filtered
4. 4
   洗涤washed with ether (2×2 ml), water (3×3 ml), hexanes (3×5 ml)
5. 5
   其他dried in vacuo

实验过程

Methyl 4,5-difluoroanthranilate (0.19 g, 1 mmol) in THF (1.5 ml) was added at ca. 0° C. to p-nitrophenyl chloroformate (0.21 g, 1.05 mmol) in pyridine (0.089 ml, 1.1 mmol) and dry acetonitrile (2.0 ml). The mixture was stirred at r.t. for 2 h. Solvent was removed in vacuo, and the residue triturated with ethyl ether (ca. 3 ml), filtered, washed with ether (2×2 ml), water (3×3 ml), hexanes (3×5 ml), and dried in vacuo. Yield 0.27 g (77%). 1H NMR in CDCl3 (δ,ppm): 3.98 (s, 3 H), 7.40 (d, J=8.1 Hz, 2 H), 7.90 (m, 1 H), 8.30 (d, J 8.1 Hz, 2 H), 8.38 (m, 1 H), 11.07 (s, 1 H).

来源