Hydrochloric Acid → HCID 66882442, compound

Participants

Reaction Steps

A suspension of 20.0 g of trans-(1SR,2SR)-4-methylene-cyclopentane-1,2-dicarboxylic acid diethyl ester and 36.6 g of potassium carbonate in 200 ml of MeOH was heated at reflux temperature for 2 h. The mixture was cooled to 22°, diluted with 200 ml of water, the pH was adjusted to 2 using 80 ml of 25% HCl and the mixture was evaporated to half of the volume. The aqueous layer was extracted with AcOEt, the organic layer was washed with water, dried and evaporated to give 16.7 g of a crude mixture of mono and diacid. Optionally this mixture can be purified on silica using CH2Cl2/MeOH (19:1) to give 8.60 g of the pure title compound 1a. MS: 183.3 (M−H)−.

Provenance & Evidence