Lithium hydroxide, monohydrate → HCID 15228843, compound

Participants

Reaction Steps

Methyl 8-[(4,5-diphenyl-2-oxazolyl)thio]octanoate (2.0 g, 4.9 mol) was dissolved in methanol (30 mL). A solution of lithium hydroxide monohydrate (0.41 g, 9.8 mmol) in water (8 mL) was added and the mixture heated to reflux for 1 hour. After cooling to room temperature, the methanol was removed in vacuo, the residue diluted with water and acidified to about pH 2 using dilute hydrochloric acid solution. The mixture was extracted with EtOAc, the combined extracts dried over MgSO4 and concentrated. The residue was chromatographed on a column of silica gel using CH2Cl2 /MeOH (95/5) as eluent to give 8-[(4,5-diphenyl-2-oxazolyl)thio]octanoic acid (1.70 g, 88%).

Provenance & Evidence