Methyl vinyl ketone → HCID 53671021, compound

Participants

Reaction Steps

To a solution of methyl [(6,7-dichloro-2-ethyl-2,3-dihydro-3-methyl-1-oxo-1H-inden-5-yl)oxy]acetate (0.8 g) in tetrahydrofuran (7.5 ml) was added methyl vinyl ketone (0.45 ml) and 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) (75 μl). The reaction mixture was heated at 60° C. for five hours during which time DBN (2×75 μl) was added. The reaction mixture was poured into ice water, extracted with ether, washed with water, dried over MgSO4 and evaporated in vacuo. Chromatography on silica gel eluting with ethyl acetate-hexane (1:1) gave methyl [(6,7-dichloro-2-ethyl-2,3-dihydro-3-methyl-1-oxo-2-(3-oxobutyl)-1H-inden-5-yl)oxy]acetate which was used in Step B without further purification.

Provenance & Evidence