Hydrochloric Acid → HCID 44193926, compound

Participants

Reaction Steps

A solution of 77 mg (0.18 mmol) of ester 9 in 1.4 mL of THF was hydrolyzed with 400 uL (0.18 mmol) of aqueous lithium hydroxide (0.5M) and 0.4 mL of methanol at 25° C. for 5 h. The mixture was acidified by addition of 200 uL of 1.0M hydrochloric acid and the residual water was removed in vacuo. The residual products were purified by FCC on 10 g of silica gel eluted with 100% EtOAc, 5% methanol:95% EtOAc, then 10% methanol:90% ethyl acetate. Isolated from appropriate fractions was 49 mg of free acid 10 as an oil (70% yield); 1H NMR (acetone-d6): 1.11 (d, J=6.3 Hz, 3H), 1.45 (m, 6H), 1.67 (m, 2H), 1.91 (m, 1H), 2.09-2.37 (m, 8H), 2.86 (br s, 4H), 3.71 (m, 1H), 4.12 (m, 3H), 5.54 (m, 4H).

Provenance & Evidence