反应 #2139938

反应方程式

HCl

2,2,2-Trifluoro-1-(4-{3-[4-(2,2,2-trifluoro-1-hydroxyimino-ethyl)-phenoxy]-propoxy}-phenyl)-ethanone oxime

2,6-lutidine

2-chloroethanesulfonyl chloride

→

product

2,2,2-Trifluoro-1-(4-{3-[4-(2,2,2-trifluoro-1-vinylsulfonyloxyimino-ethyl)-phenoxy]-propoxy}-phenyl)-ethanone oxime vinylsulfonate

溶剂

CH2Cl2

反应条件

后处理

1. 1
   其他is prepared
2. 2
   温度the solution is cooled in an ice-bath
3. 3
   萃取The crude product is extracted with CH2Cl2
4. 4
   洗涤washed with 1N HCl
5. 5
   干燥dried over MgSO4
6. 6
   浓缩concentrated
7. 7
   其他The residue is purified by recrystallizaffon from methanol

实验过程

In 30 mL of CH2Cl2 are dissolved 3.0 g (6.66 mmol) of 2,2,2-Trifluoro-1-(4-{3-[4-(2,2,2-trifluoro-1-hydroxyimino-ethyl)-phenoxy]-propoxy}-phenyl)-ethanone oxime, which is prepared according to the method described in GB 2348644, and the solution is cooled in an ice-bath. To the solution are added successively 2,6-lutidine (3.5 mL, 30.0 mmol) and 2-chloroethanesulfonyl chloride (1.55 mL, 14.7 mmol), and the reaction solution is stirred at 0° C. for 1 h and at room temperature for 2.5 h. Then, it is poured into 1N HCl. The crude product is extracted with CH2Cl2, washed with 1N HCl, dried over MgSO4 and concentrated. The residue is purified by recrystallizaffon from methanol to afford the product as a beige solid. The structure is confirmed by the 1H-NMR spectrum (CDCl3). δ [ppm]: 2.32 (m, 2H), 4.23 (t, 4H), 6.32 (d, 2H), 6.61 (d, 2H), 6.72 (dd, 2H), 7.00 (d, 4H), 7.50 (d, 4H). mp. 84-88° C.

来源