Sodium Hydroxide → HCID 67402756, compound

Participants

Reaction Steps

To a stirred suspension of LiAlH4 (1.55 g, 41 mmol) in THF (50 ml) at room temperature was added dropwise a solution of methyl trans-2,6,6-trimethyl-3-cyclohexene-1-carboxylate (10.0 g, purity 98%, 54 mmol) in THF (50 ml). After two hours at room temperature, the mixture was diluted with ether (150 ml), acetone (3 ml) was added dropwise, then 1 N aqueous NaOH (8 ml) was added and the mixture was stirred at room temperature during 30 minutes. Na2SO4 was added, the solids filtered off and the filtrate concentrated. Bulb-to-bulb distillation (oven temperature 160° C./16 mbar) afforded trans-2,6,6-trimethyl-3-cyclohexene-1-methanol as a colourless liquid (8.40 g, purity >99%, yield 99%).

Provenance & Evidence