2-Indanol → Octahydro-1H-inden-2-ol

Participants

Reaction Conditions

Reaction Steps

To a solution of 13.4 g (10.0 mmol) of 2-indanol in 100 mL of dry methanol was added 3.0 g of 5% Rh on carbon under a stream of argon. The solution was shaken in a Parr hydrogenation apparatus under hydrogen at 60 psi and 20° C. for 8 h. The mixture was filtered through Celite 545, rinsing with methanol, and the filtrate concentrated and distilled to give 4.2 g (30%) of (2 alpha and 2 beta 3a alpha, 7a alpha)-octahydro-1H-inden-2-ol, bp 130°-131° C. (18 mm); TLC Rf 0.68, 0.60 (SiO2, ethyl ether, molybdophosphoric acid-dark blue).

Provenance & Evidence