Lithium hydroxide, monohydrate → HCID 69670118, compound

Participants

Reaction Steps

Lithium hydroxide, monohydrate (LiOH, H2O) (13.22 g, 0.315 mol) was added to a solution of 1-(2-isopropyl-5-methyl-cyclohexyl)-5-oxo-pyrrolidine-3-carboxylic acid methyl ester (obtained as in EXAMPLE I, 59 g, 0.21 mol,) in a mixture of tetrahydrofuran (THF:H2O:CH3OH) (1:1:1) (300 mL) at room temperature and was stirred for 1-2 hours. THF and CH3OH were then removed via evaporation. HCl was added and the reaction mixture was extracted three times with ethyl acetate. The organic fractions were combined, washed with brine, dried, and concentrated to provide 1-(2-isopropyl-5-methyl-cyclohexyl)-5-oxo-pyrrolidine-3-carboxylic acid (50 g), which was further evaporated with benzene twice to remove traces of water.

Provenance & Evidence