HCID 21840261, compound → HCID 21840310, compound

Participants

Reaction Steps

Boron trifluoride diethyl ether complex (4.14 g) was added dropwise to a solution of methyl 1-hydroxy-6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-1,2,3,4-tetrahydronaphthalene-2-carboxylate (5.46 g) in dichloromethane (200 ml) at 0° C. The mixture was stirred at room temperature for 1 hour. Then, the reaction mixture was washed with water, dried over magnesium sulfate, and concentrated. The residue was subjected to column chromatography on silica gel. The fractions eluted with chloroform gave methyl 6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3,4-dihydronaphthalene-2-carboxylate (4.30 g, 83%). This product was recrystallized from dichloromethane-isopropyl ether. Colorless prisms, mp: 130-131° C.

Provenance & Evidence