Sodium Hydroxide → HCID 86714640, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 5-(1-hydroxy-2-methylpropyl)isoxazole-3-carboxylate (2.345 mmol, 0.5 g) was dissolved in ethanol (5 ml) and cooled to 0° C. NaOH 1 M solution (5 ml) was slowly added and the resulting mixture was allowed to warm to RT. The solution was heated to 60° C. for 3 h. Ethanol was removed by evaporation and the residue was diluted with tert-butyl methyl ether. The mixture was cooled to 0° C. and acidified with 2 N HCl solution. The mixture was allowed to warm to ambient temperature and stirred overnight. The mixture was extracted with DCM. Both organic and aqueous phases contained the product so both they were combined and evaporated. 0.691 g of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 0.85 (d, 3H), 0.91 (d, 3H), 2.03 (qd, 1H), 4.54 (d, 1H), 6.66 (s, 1H).

Provenance & Evidence