Water → 3-Cyano-4-isopropyl-heptanoic acid t-butyl ester

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-cyano-2-(1-isopropyl-butyl)-succinic acid 4-tert-butyl ester 1-methyl ester (1.3 g, 4.2 mmol), NaCl (0.25 g, 4.2 mmol), and H2O (0.15 g, 8.3 mmol) in 25 mL of DMSO is warmed to 130° C. for 12 hours. The mixture is cooled to room temperature and diluted with 100 mL of brine. The organic products are extracted into Et2O (3×50 mL). The organic layers are combined and washed with 50 mL of H2O and 50 mL of brine. Drying over Na2SO4 and evaporation of the solvent gives 0.8 g (75% yield) of 3-cyano-4-isopropyl-heptanoic acid t-butyl ester as an oil.

Provenance & Evidence