Water → HCID 68835518, compound

Participants

Reaction Steps

(4-Bromo-phenylsulfanyl)-dimethylamino-1,2,4,5-tetrahydro-3-benzazepine-3-carboxylic acid tert-butyl ester (2.8 g, 6.0 mmol) in dichloromethane (5 ml) was added to magnesium monoperoxyphthalate hexahydrate (MMPP) (7.4 g, 80%) in dichloromethane (20 ml) and methanol (3 ml) at 0° C. dropwise. After addition the mixture was allowed to warm to room temperature and stirred for 1 h then a further portion of MMPP (1 g) was added and stirred for a further 1 h. Sodium sulfite solution (10%, 300 ml) was added and the mixture stirred thoroughly for 30 min). Water (3 L) and dichloromethane (400 ml) were then added and the organic layer separated and washed with sodium bicarbonate solution (500 ml), water (2×1 L) and brine (500 ml) then evaporated in vacuo. Chromatography on silica eluting with 0-20% ethyl acetate/hexane afforded 3.22 g of the subtitled compound. MH+ 510.

Provenance & Evidence