Cyanomethyl p-toluenesulfonate synthesis
- Product Name:Cyanomethyl p-toluenesulfonate
- CAS Number:14562-04-0
- Molecular formula:C9H9NO3S
- Molecular Weight:211.24
Yield: 6.8 g (64% conversion)
Reaction Conditions:
with sodium hydroxide in 1,2-dimethoxyethane;water
Steps:
2 Cyanomethyl p-toluenesulfonate
EXAMPLE 2 Cyanomethyl p-toluenesulfonate Method of preparation: 8.1 g (0.1 mole of glycolonitrile (70% aqueous solution) is added to a cooled (15° -20° C.) mixture of 9.5 g (0.05 mole) of p-toluenesulfonyl chloride in 20 ml. of 1,2-dimethoxyethane and 50 ml. distilled water. A solution of 2.1 g (0.05 mole) of NaOH in 50 ml. distilled water is added slowly with stirring at 20°-25° C. over a period of 6.5 hours, maintaining the pH of the reaction mixture at about 8. The insoluble material is filtered off, washed with cold water, and dried at 40° C. under vacuum to yield 6.8 g (64% conversion) of the product, a light brown solid, m.p. 48°-50.5° C.
References:
Pennwalt Corporation US4029809, 1977, A
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