Pyridine → HCID 25152414, compound

Participants

Reaction Conditions

Reaction Steps

Succinic anhydride (1.55 gm, 15.5 mmol) was added to a solution of cholesterol (5 gm, 12.9 mmol) in pyridine (10 ml). After heating at 80° C. for 3 h, the reaction mixture was diluted with DCM and the organic phase was washed with 10% HCl (50 ml) followed by a water wash (50 ml). The organic phase was separated, dried over Na2SO4 to obtain cholesterol hemisuccinate as white solid. The solid was recrystallized from DCM and hexane (5.78 gm, 92% yield, and melting point 176-178° C.). 1H NMR (300 MHz, CDCl3): δ 5.47 (d, vinylic-H, J=5.0), 4.70-4.60 (m, 1H), 2.75-2.65 (m, 4H), 2.38-2.35 (d, 7H), 2.20-1.80 (m, 12H), 1.60-1.40 (m, 12H), 0.78-0.75 (m, 3H).

Provenance & Evidence