4-Toluenesulfonyl chloride → HCID 86751638, compound

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Reaction Steps

A solution of 10.48 g (55 mmol) of p-toluenesulphonyl chloride in 10 ml of pyridine is slowly added dropwise to a solution, cooled to -10°, of 5.6 g (50 mmol) of (S)-3-cyclohexene-1-methanol in 20 ml of pyridine. The solution is stirred at -10° for 64 hours, thereafter evaporated in a high vacuum and the residue is taken up in ether. The ether solution is washed in succession with 1N hydrochloric acid, water and saturated sodium bicarbonate solution and subsequently evaporated under reduced pressure. [(S)-3-Cyclohexen-1-yl]methyl p-toluenesulphonate is thereby obtained as a colourless oil; MS: 173 (M)+.

Provenance & Evidence