Lithium Hydroxide → HCID 70817544, compound

Participants

Reaction Steps

To a solution of ethyl (2R)-4-[4-(cyclohex-1-en-1-yl)-1H-pyrazol-1-yl]-2-methyl-2-(methylsulfonyl)butanoate (370 mg, 1.04 mmol, 1.0 eq) in MeOH/THF (3 mL:3 mL) was added LiOH (52.5 mg, 2.19 mmol, 2.1 eq) in H2O (1.5 mL) and the mixture allowed to stir at RT overnight. The mixture was diluted with 5 mL of H2O and washed with Et2O. The aqueous layer was then acidified with 1 M HCl which precipitated out a white solid. The solid was filtered off and washed with heptane to give (2R)-4-[4-(cyclohex-1-en-1-yl)-1H-pyrazol-1-yl]-2-methyl-2-(methylsulfonyl)butanoic acid (339 mg, 99.5% yield). 1H NMR (400 MHz, CHLOROFORM-d) δ 7.75-7.66 (m, 1H), 7.41-7.35 (m, 1H), 6.05-5.96 (m, 1H), 4.78-4.59 (m, 1H), 4.55-4.38 (m, 1H), 3.14 (s, 3H), 2.77-2.64 (m, 1H), 2.51-2.37 (m, 1H), 2.28-2.19 (m, 2H), 2.18-2.06 (m, 2H), 1.80-1.69 (m, 2H), 1.64 (s, 5H). LC-MS M+H+327.1.

Provenance & Evidence