4-Toluenesulfonyl chloride → 5-Chloro-5-methoxycarbonyl-3-thiapentanenitrile

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Reaction Steps

To the mixture obtained from Example 4, tosyl chloride (39.34 g) was added in portions with vigorous stirring and heat was evolved. The mixture was stirred for 9.5 hours, stood overnight, then poured into water (500 ml), and extracted with dichloromethane. The combined extracts were washed with water (×2) and saturated brine, dried (magnesium sulphate) and evaporated to yield the title compound as a dark red oil (27.05 g).

Provenance & Evidence