Ethyl isovalerate → (1-Ethoxy-3-methyl-but-1-enyloxy)-triisopropyl-silane

Participants

Reaction Conditions

Reaction Steps

Tetrahydrofuran (100 ml) and 1,3-dimethyl-3,4,5,6-tetrahydro 2 (1H)-pyrimidinone (140 ml) were mixed at -20° C. and lithium bis (trimethylsilyl) amide (1M in tetrahydrofuran, 100 ml) was added. The mixture was cooled to -70° C., ethyl isovalerate (18.75 ml) added and stirred for 1/2 hour at -70° C. Triisopropylsilyl trifluoromethane sulfonate was added and the mixture left to stir at -75° C. for 1/2 hour before warming to room temperature and stirring for 3 hours. The reaction mixture was quenched with aqueous sodium bicarbonate (8%, 150 ml) and extracted with hexane (1000 ml). The hexane extract was washed with water (4×500 ml), dried (MgSO4), filtered and concentrated in vacuo to afford a crude yellow oil containing the title compound.

Provenance & Evidence