Water → 2-(2-Methylallyl)propane-1,3-diol

Participants

Reaction Steps

To a solution of lithium aluminum hydride (9.20 g) in THF (250 mL) was slowly added a solution of dimethyl 2-(2-methylallyl)malonate (13.0 g) in THF (20 mL) at 0° C. The reaction mixture was heated under reflux for 2 hr. Water (60 mL) and 15% aqueous sodium hydroxide solution (72 mL) were added to the reaction mixture, and the mixture was filtered and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (4.80 g) as a yellow oil.

Provenance & Evidence