1,3-Dibromopropane → HCID 131722984, compound

Participants

Reaction Conditions

Reaction Steps

(+/−)-5′-fluoro-spiro[imidazolidine-4,1′indan]-2,5-dione (331 mg.,1.5 mmol) was dissolved in dry dimethylformaride (4 mL) and 60% sodium hydride in mineral oil (72 mg., 1.8 mmol) was added. The mixture was warmed at 50° C for 20 minutes and then 1,3-dibromo-propane (1.1 mL, 10.9 mmol) was added. The reaction mixture was warmed at 50° C. for 2 hours. The cooled reaction mixture was diluted with ethyl acetate and the organic solution was washed with aqueous Na2CO3 and water (3×). The dried extract was evaporated and chromatographed on silica gel using a 10-30% ethyl acetate/hexane gradient. The appropriate fractions were combined and evaporated to give the racemic product as a glassy solid which was used as is.

Provenance & Evidence