Tetrabutylammonium Fluoride Trihydrate → HCID 86756377, compound

Participants

Reaction Steps

0.83 g of tetrabutylammoniumfluoride trihydrate (2.60 mmol) in 3.5 ml of tetrahydrofuran was carefully dried by stirring during 2 h at room temperature over 1.05 g of 3 Å molecular sieve. This solution was then added to the above prepared 151 mg of (3E,10E)-12-[(Z)-(3S,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexylidene]-1,1,1-trifluoro-6,6-dimethyl-2-trifluoromethyl-dodeca-3,10-dien-2-ol and kept for 1.5 h at 45°. The reaction mixture was then poured onto crushed ice, extracted twice with ether, washed with water, dried over sodium sulfate and evaporated to dryness. Flash chromatography (SiO2, hexane/ethylacetate=4/6) yielded 76 mg of the title compound as colourless oil.

Provenance & Evidence