Methyl Acetate → HCID 67417683, compound

Participants

Reaction Steps

A solution of sodium methoxide (200 mL, 28% solution in methanol) was added dropwise into a mixture of (S)—N-(2-[4-bromo-1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl]ethyl)propionamide (5.00 g, 14.8 mmol), copper(I) bromide (2.12 g, 14.8 mmol) and methyl acetate (3.29 g, 44.3 mmol). The mixture was refluxed for 5 hours. The mixture was cooled, which was quenched with 1N HCl, followed by extracting with methanol-chloroform. The extracted solution was dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The residue was purified by means of silica gel column chromatography and recrystallized from ethyl acetate to afford the title compound (yield 2.58 g, 60%) as a white powder.

Provenance & Evidence