Hydrochloric Acid → HCID 53922310, compound

Participants

Reaction Steps

To a vigorously stirred solution of the above diene (32) (44.2 g) in ethyl acetate (250 mL) was added aqueous 1N HCl (250 mL). After stirring for 1 h the ethyl acetate phase was removed, washed with saturated NaCl, dried over MgSO4 and evaporated. The product (33) was obtained by flash chromatography on silica gel eluted with 35% ethyl acetate in n-hexane (39.69 g, 91%). TLC Rf 0.51 (30% ethyl acetate, n-hexane); 1H NMR (CDCl3)δ1.25(3H, d, J=7 Hz), 2.44(4H, br s), 2.88(2H, br s), 4.35(1H, q), 4.95(1H, br d), 5.13(2H, s), 5.72(1H, t), 7.38(5H, s).

Provenance & Evidence