Aluminium lithium hydride → HCID 66891227, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(4-{1-[4-(tert-butyl-dimethylsiloxy)-3-methylphenyl]-1-ethylpropyl}-2-methylphenyl)-4,4-dimethylpent-1-yn-3-ol (0.22 g, 0.45 mmol) in anhyd THF (2 mL) was added LiAlH4 (19 mg, 0.49 mmol). The reaction mixture was heated at 65° C. for 6 h. After cooling to ambient temperature, the reaction mixture was quenched sequentially with H2O (0.21 mL), 15% NaOH (0.21 mL) and then H2O (0.63 mL). The resulting mixture was diluted with Et2O, filtered through Celite, washed with brine, dried (Na2SO4) and concentrated to yield (E)-1-(4-{1-[4-(tert-butyl-dimethylsiloxy)-3-methylphenyl]-1-ethylpropyl)-2-methylphenyl)-4,4-dimethylpent-1-en-3-ol (0.15 g, 68%), which was used without purification in the next step.

Provenance & Evidence