Réaction #302917

Équation de réaction

compound 3

[(S)-6-Benzyloxymetoxy-1,1,5-trimetyl-hexyloxy]-tert-butyldimethylsilane

hydrogen

→

alcohol

Rendement 78.0%

(s)-6-(tert-Butyldimethylsilyloxy)-2,6-dimethyl-heptan-1-ol

Rendement 78.0%

Solvants

ethyl acetate

Conditions de réaction

Traitement

1. 1
   FiltrationThen, the mixture was filtered
2. 2
   Autrethe solvent was evaporated under reduced pressure
3. 3
   Lavagewashed with hexane/AcOEt (9:1)

Mode opératoire

2nd procedure. To a solution of compound 3 (0.5 g, 1.27 mmol) in ethyl acetate (25 mL) was added Pd/C (10%, 380 mg) at room temperature. The reaction mixture was hydrogenated for 3 h under the hydrogen pressure of 10 Pa. Then, the mixture was filtered and the solvent was evaporated under reduced pressure. The oily residue was applied on a silica Sep-Pak cartridge (5 g) and washed with hexane/AcOEt (9:1) producing an oily alcohol 4 (272 mg, 78%).

Source