Pivalaldehyde → 2,2-Dimethyl-5-hexen-3-ol

Participants

Reaction Conditions

Reaction Steps

To a solution of trimethylacetaldehyde (10.2 mL, 90.9 mmol) in diethyl ether (200 mL) at 0° C. was added allylmagnesium bromide (100 mL, 1M in ether). The reaction mixture was stirred at 0° C. for 1 hour. The resulting mixture was quenched with saturated ammonium chloride and extracted with diethyl ether. The organic extracts were washed with brine, dried over Na2SO4 and filtered. The solvent was carefully removed under reduced pressure to afford the title compound;

Provenance & Evidence