Sodium Hydroxide → HCID 22184655, compound

Participants

Reaction Steps

To a solution of 8.8 g (25.7 mmol) of methyl ester from Step E in 50 mL of THF and 50 mL of methanol was added 25 mL (24.9 mmol) of 1 N aqueous sodium hydroxide. The resultant mixture was stirred at room temperature overnight, and the solvent was removed under vacuum. The residue was diluted with ice water, and then acidified with 1 N aqueous hydrochloric acid. The mixture was extracted with three portions of ethyl acetate. The combined organics were washed with brine, dried over sodium sulfate, and concentrated to provide a quantitative yield of the title compound. 1H NMR (500 MHz, CDCl3) δ 3.58 (d, 0.6H, J=6.7 Hz), 3.39 (d, 1.4H, J=6.2 Hz), 2.38 (d, 0.6H, J=4.4 Hz), 2.24 (d, 1.4H, J=3.9 Hz), 1.82–1.60 (m, 4H), 1.54 (m, 1H), 1.45 (m, 1H), 1.1–1.05 (m, 23H).

Provenance & Evidence