Potassium Hydroxide → HCID 178525735, compound

Participants

Reaction Steps

To a solution of 1.0 g (2.8 mmole) dibenzyl trans-1,4-cyclohexanedicarboxylate in 20 ml tert.-butanol (warm) is added a solution of 1.9 g potassium hydroxide in 10 ml tert.-butanol. After stirring at room temperature overnight the cloudy mixture is evaporated to remove solvent, taken up in water and acidified to pH 5.3; then, after 30 minutes, acidified to pH 5.25 with dilute hydrochloric acid. The precipitated solid is collected on a filter, redissolved in dilute sodium bicarbonate solution and this readjusted to pH 5.25 to precipitate the purified monoester 1H-NMR (DMSO-D6) ppm (delta): 1.1-2.3 (m, 10H), 5.1 (s, 1H), 7.35 (s, 5H).

Provenance & Evidence