Hydroxylamine → HCID 86608548, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the 6-(4-(4-chlorobenzenesulfonylamino)-phenylsulfanyl)-hexanoic acid methyl ester (300 mg, 0.7 mmol) in distilled THF (10 mL) containing 50% aqueous hydroxylamine (0.4 mL, 6.3 mmol) was added at 0° C. a solution of potassium hydroxide in methanol (1.2 mL, 1M, 1.2 mmol) in a dropwise manner. After stirring at 0° C. for 1 h, distilled water (10 mL) was added and the mixture was made neutral by dropwise addition of concentrated hydrochloric acid (10 M) at 0° C. The aqueous solution was extracted with ethyl acetate (2×15 mL) and the combined extracts were washed with brine (15 mL), dried over anhydrous MgSO4, filtered and evaporated to dryness. The solid residue was recrystallised from ethyl acetate/diethyl ether to give the title compound (200 mg, 66%) as a white powder, mp 160-163° C.

Provenance & Evidence