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

Participants

Reaction Steps

To a solution of diallyl 2-[(tert-butyldimethylsilyl)oxymethyl]-6-methoxybenzyl phosphate (1.03 g, 2.33 mmol) obtained from Example 21(3) in tetrahydrofuran (10 ml) was added tetrabutylammonium fluoride (1N tetrahydrofuran solution; 2.5 ml, 2.5 mmol), and the mixture was stirred at room temperature for 1 hour. Water was added to the reaction mixture, then the product was extracted with ethyl acetate, and the solvent was evaporated under reduced pressure to give an oily residue. The residue was subjected to chromatography on a silica gel (50 g) column (eluent; ethyl acetate:hexane=3:1˜1:0) to afford the title compound (715.0 mg, 93% yield) as a colorless oil.

Provenance & Evidence