Water → HCID 86701852, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (3aR,8bS)-3,3a,4,8b-tetrahydro-1H-indeno[1,2-b]pyrrol-2-one (1.00 g, 5.77 mmol) in DMF (10 mL) was added at 0° C. sodium hydride (60% in mineral oil, 0.254 g, 6.35 mmol). The solution was stirred for 1 h at 0° C. and allyl bromide (1.41 g, 2 equiv., 1.01 mL, 11.5 mmol) was added. The solution was stirred for 18 h at room temperature and water was added. The mixture was extracted with ethyl acetate and washed with water and brine. The solvents were removed in vacuo and the residue was purified by flash chromatography eluting with cyclohexane and ethyl acetate (50:50) to give (3aR,8bS)-1-allyl-3,3a,4,8b-tetrahydroindeno[1,2-b]pyrrol-2-one F22 (0.910 g, 0.910 g, 4.27 mmol, 73.9% Yield) as a colourless oil. LCMS (method A) 1.51 min; ES+: 214 (M+H+).

Provenance & Evidence