4,5-difluoro-2-methyl-7-pentyl-8,9-dihydro-7H-furo[3,2-f]chromene → 4,5-difluoro-2-methyl-7-pentyl-1,7,8,9-tetrahydro-2H-furo[3,2-f]chromene

Participants

Reaction Steps

2.0 g (7.51 mmol) of 4,5-difluoro-2-methyl-7-pentyl-8,9-dihydro-7H-furo-[3,2-f]chromene are hydrogenated for 18 h at elevated temperature in THF using elemental hydrogen in the presence of Pd/C (5% Pd). The reaction soln. is concentrated to dryness, and the residue is purified by column chromatography (SiO2, n-heptane:MTBE=4:1). Further purification is carried out by recrystallisation from ethanol at 5° C., giving 4,5-difluoro-2-methyl-7-pentyl-1,7,8,9-tetrahydro-2H-furo[3,2-f]chromene as a colourless solid having an m.p. of 76° C. (Δ∈=−8.2).

Provenance & Evidence