Hydrochloric Acid → HCID 86733640, compound

Participants

Reaction Conditions

Reaction Steps

A stirred solution of methyl (2-methyl-3-chlorophenoxy)acetate (3.7 g., 0.0172 mole) and cyclopentane-1,1-dicarbonyl chloride (3.5 g., 0.018 mole) in methylene chloride (200 ml.) is cooled to 0°C. and treated with aluminum chloride (7.2 g., 0.054 mole) in several portions during a 15 minute period. The reaction is stirred at 25°C. for 18 hours then at reflux for 5 hours, cooled and poured into 1N-hydrochloric acid. Evaporation of the methylene chloride at reduced pressure affords methyl [1', 3'-dioxo-4'-chloro-5'-methyl-spiro(cyclopentane-1,2'-indan)-6'-yloxy]acetate which melts at 152°-153.5°C. after recrystallization from ethanol-water. Elemental analysis for C17H17ClO5 : Calc.: C, 60.63; H, 5.09; Found: C, 60.51; H, 5.24.

Provenance & Evidence