Hydrofluoric Acid → HCID 20638396, compound

Participants

Reaction Steps

Typically, the compound of formula IX, (1R,3aR,4S,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7a-methyl-1-[(S)-1-methyl-propynyl]-octahydro-indene (900 mg; 2.81 mmol) was dissolved in THF (35 ml). Hydrofluoric acid (40% aqueous solution; 18 ml) was added and the reaction mixture was stirred at room temperature for three hours. The reaction mixture was then poured on chilled brine, extracted twice with ethyl acetate, washed twice with brine, dried over anhydrous sodium sulfate and the solvent was removed. After flash-chromatography (eluent: hexanes/ethyl-acetate 82/18) the compound [1R,3aR,4S,7aR]-7a-Methyl-1-[(S)-1-methyl-prop-2-ynyl]-octahydro-inden-4-ol (497 mg; yield: 86%) was obtained as a yellow oil.

Provenance & Evidence