Diethyl Ether → HCID 20158400, compound

Participants

Reaction Steps

8 g (22 mmoles) of 5-t-butyldimethylsilyloxy-3-hydroxy-3-(4-phenoxybutyl)cyclopentenone was dissolved in 25 ml of tetrahydrofuran, and 11 g (35 mmoles) of n-Bu4NF.3H2O was added. The mixture was stirred at room temperature for 4 hours. After the addition, a saturated sodium chloride solution and ether were added. The aqueous layer was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate. After filtration and concentration, the residue was chromatographed on a silica gel column (hexane:AcOEt=1:2) to give 37 g (68%) of 4-(4-phenoxybutyl)cyclopent-2-ene-1,4-diol.

Provenance & Evidence