反应 #6613

反应方程式

sodium periodate

thioether

4-Carboxybenzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl thioether

hydrochloric acid

→

title compound

收率 39.6%

4-Carboxybenzyl 5,6,7,-8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl sulfoxide

收率 39.6%

溶剂

water

water

ethanol

dimethylformamide

反应条件

后处理

1. 1
   萃取the mixture was extracted with dichloromethane
2. 2
   洗涤the organic extracts were washed with water
3. 3
   干燥dried over magnesium sulfate
4. 4
   其他evaporated under reduced pressure
5. 5
   其他Crystallization of the oily residue from ethanol

实验过程

A solution of 3.4 g (16 mmol) of sodium periodate in 30 ml of water was added dropwise to 5.3 g (15 mmol) of the thioether from Example 10 in a mixture of 150 ml of ethanol and 40 ml of dimethylformamide at 0° C., and the mixture was then stirred at the same temperature for 2 hours and at room temperature overnight. The reaction solution was then poured into water, the pH was adjusted to 5 with 2N hydrochloric acid, the mixture was extracted with dichloromethane, and the organic extracts were washed with water, dried over magnesium sulfate and evaporated under reduced pressure. Crystallization of the oily residue from ethanol yielded 2.2 g of title compound of melting point 198°-200° C.

来源