HCID 66890954, compound → HCID 66889589, compound

Participants

Reaction Steps

A solution of 1-(4-{1-[4-(tert-butyl-dimethylsiloxy)-3-methylphenyl]-1-ethylpropyl}-2-methylphenyl)-4,4-dimethylpent-1-yn-3-ol (0.4 g, 0.8 mmol) in anhyd MeOH (10 mL) was sparged with a stream of nitrogen (5 min) and then charged with 5% Pd/C (17 mg). Next an atmosphere of hydrogen (ambient pressure) was introduced into the reaction flask via a hydrogen-filled balloon with an inlet needle. After sparging briefly with hydrogen (5 min), the reaction mixture was stirred 3 h at ambient pressure. The reaction mixture was diluted with EtOAc (30 mL) and filtered through Celite. The filter agent was rinsed with EtOAc, and the combined filtrates were concentrated to yield (Z)-1-(4{-1-[4-(tert-butyl-dimethylsiloxy)-3-methylphenyl]-1-ethylpropyl}-2-methylphenyl)-4,4-dimethylpent-1-en-3-ol (0.28 g, 71%), which was used without purification in the next step.

Provenance & Evidence