Acetyl chloride → HCID 69143608, compound

Participants

Reaction Steps

Allyl 2-hydroxy-5-[(4-methoxybenzyl)oxy]-5-oxopentanoate (1.26 g, 4.09 mmol) obtained from Example 2-(2) was dissolved in pyridine (15 ml) at 0° C., and acetyl chloride (481.2 mg, 6.13 mmol) was added thereto. The mixture was warmed to room temperature and stirred for 30 minutes, and then, after cooling to 0° C., a saturated aqueous solution of sodium hydrogen carbonate was added thereto followed by extraction of the product with ethyl acetate. The organic layer was washed with a dilute aqueous solution of hydrochloric acid and with a saturated aqueous solution of sodium chloride, and the solvent was distilled off under reduced pressure to give an oily residue. The residue was subjected to chromatography on a silica gel (60 g) column (eluent; ethyl acetate:hexane=1:5) to afford the title compound (1.36 g, 95% yield) as a colorless oil.

Provenance & Evidence