Decalin → HCID 67743311, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 9.3 g of ethyl 5-bromo-pyridin-2-yl-carbamate, 7.5 g of 4-methoxymethyl-1,3-dioxolan-2-one, 1.0 g of potassium carbonate and 10 ml of decahydronaphthalene was heated to 160° C. for 6 h. The mixture was cooled and treated with ethyl acetate and water. The phases were separated, the aqueous phase was extracted with ethyl acetate and the organic phase was washed with saturated sodium chloride solution. The organic phases were combined and dried with magnesium sulfate and then concentrated. Chromatography of the residue (20.2 g) with ethyl acetate/hexane mixtures (1:2-1:1) on silica gel yielded 6.4 g of (RS)-3-(5-bromo-pyridin-2-yl)-5-methoxy-methyl-oxazolidin-2-one which was recrystallized from diethyl ether. M.p.: 90°-92°.

Provenance & Evidence