Hydrochloric Acid → HCID 57987555, compound

Participants

Reaction Conditions

Reaction Steps

A solution of the ester from Step 1 (0.098 g, 0.17 mmol) and LiOH (0.082 g, 3.4 mmol) in THF (3 ml) and water (3 ml) was heated at 60° C. for 16 hrs. Then dioxane (3 ml) was added and the reaction was heated at 100° C. for 16 hrs. The reaction mixture was acidified to pH6 with 2N HCl and extracted with EtOAc. The combined extracts were washed with brine, dried (MgSO4), filtered and evaporated. The residue was purified by chromatography (silica, 1-2% MeOH/DCM) to give the acid (0.070 g, 74%). 1H NMR (400 MHz, CD3OD): δ 0.84 (3H, t, J 7.2), 0.86-0.97 (1H, m), 1.21-1.47 (3H, m), 1.61-1.83 (5H, m), 2.17 (1H, dt, J 3.0, 11.7), 2.28-2.34 (1H, m), 2.83 (1H, d, J 11.6), 3.37-3.57 (3H, m), 7.65 (5H, m), 7.75 (1H, d, J 8.2), 8.19 (1H, s).

Provenance & Evidence