Nitrogen → 2-Butyl-6,7-dichloro-2-cyclopentyl-5-methoxy-1-indanone

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Reaction Steps

A solution of 6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-methoxy-1H-inden-1-one (7.2 g) in benzene (70 ml) was heated at reflux in a N2 atmosphere and treated over a 5 minute period with a solution of potassium t-butoxide (4.2 g) in t-butanol (70 ml). The solution was refluxed for 3/4 hour, treated with butyl iodide (11 ml), refluxed for an additional 3/4 hour, cooled, treated with water (50 ml) and the organic solvents were distilled at reduced pressure. The aqueous slurry was extracted with ether washed with water, dried over MgSO4 and evaporated at reduced pressure. Treatment of the residue with hexane (100 ml) gave 6.9 g of 2-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-methoxy-1H-inden-1-one, m.p. 122°-123° C.

Provenance & Evidence