4-Toluenesulfonyl chloride → 4-n-Propyl-2-toluene-p-sulphonyloxymethylmorpholine

Participants

Reaction Steps

2-Hydroxymethyl-4-n-propylmorpholine (16.2 g.) is dissolved in dry pyridine (50 ml.) and a solution of toluene-p-sulphonylchloride (21.4 g.) in dry pyridine (50 ml.) is added dropwise with stirring. The mixture is stirred at 20°-25°C. for 3 hours. The pyridine is removed under reduced pressure, water (100 ml.) is added to the residue and the product is extracted into ether (3 × 150 ml.). The ethereal solution is washed with water, dried (MgSO4), filtered and the ether evaporated to give 4-n-propyl-2-toluene-p-sulphonyloxymethylmorpholine (3.6 g.) as an oil which forms a hydrochloride, m.p. 172°-173°C. on recrystallisation from methanol/ether.

Provenance & Evidence