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

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Reaction Steps

2.0 g (7.51 mmol) of 4,5-difluoro-2-methyl-7-propyl-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, 1-chlorobutane), giving 4,5-difluoro-2-methyl-7-propyl-1,7,8,9-tetrahydro-2H-furo[3,2-f]chromene as a colourless solid having an m.p. of 87° C. (Δ∈=−10.1).

Provenance & Evidence