Water → Diallyl 2-(hydroxymethyl)-6-methylbenzyl phosphate

Participants

Reaction Steps

To a solution of diallyl 2-[(tert-butyldimethylsilyl)oxymethyl]-6-methylbenzyl phosphate (6.02 g, 14.1 mmol) obtained from Example 22-(3) in tetrahydrofuran (50 ml) was added tetrabutylammonium fluoride (1 mol/l tetrahydrofuran solution; 17.6 ml, 17.6 mmol), and the mixture was stirred at room temperature for 3 hours. Water was added thereto, and the product was extracted with ethyl acetate. The solvent was distilled off under reduced pressure to give an oily residue. The residue was subjected to chromatography on a silica gel (75 g) column (eluent; ethyl acetate:hexane=3:1) to afford the title compound (3.84 g, 87% yield) as a colorless oil.

Provenance & Evidence