反应 #2139939

反应方程式

N-hydroxy-5-norbornene-2,3-dicarboximide

2-chloroethanesulfonyl chloride

sodium carbonate

triethylamine

→

pure product

收率 72.9%

N-(ethenesulfonyloxy)-5-norbornene-2,3-dicarboximide

收率 72.9%

溶剂

CH2Cl2

ethyl acetate

反应条件

后处理

1. 1
   其他at 0° C
2. 2
   其他the resulting reaction mixture
3. 3
   洗涤The organic phase is washed with
4. 4
   干燥water (100 ml), dried over Na2SO4
5. 5
   浓缩concentrated
6. 6
   其他The residue is further dried under vacuum

实验过程

A suspension of 5.38 g (30.0 mmol) of N-hydroxy-5-norbornene-2,3-dicarboximide and CH2Cl2 (120 ml) is successively treated with 2-chloroethanesulfonyl chloride (6.3 ml, 60.0 mmol) at room temperature and triethylamine (12.5 ml, 90.0 mmol) at 0° C. Stirring is continued for 1.5 h at room temperature and the resulting reaction mixture is treated with 10% aqueous sodium carbonate solution (100 ml) and ethyl acetate (200 ml). The organic phase is washed with. water (100 ml), dried over Na2SO4, and concentrated. The residue is further dried under vacuum, providing 5.89 g of pure product as light-yellow solid. The structure is confirmed by the 1H-NMR spectrum (CDCl3). δ [ppm]: 1.53 (d, 1H), 1.76-1.81 (m, 1H), 3.12 (s, 2H), 3.48 (s, 2H), 6.17 (s, 2H), 6.29 (d, 1H), 6.53 (d, 1H), 6.78 (dd, 1H).

来源