Hydrogen Bromide → 4-[(2-Oxocyclopentyl)methyl]benzeneacetic acid

Participants

Reaction Steps

Into a mixture of 20 ml of 47% hydrobromic acid and 15 ml of dioxane was dissolved 9.2 g of ethyl 4-(1-ethoxycarbonyl-2-oxocyclopentan-1-ylmethyl)phenylacetate and the solution was refluxed for 6 hours. The solvent was then removed by distillation from the reaction mixture, the residue was poured into ice-water and extracted with ether. The extract was washed with water, dried over anhydrous sodium sulfate, the solvent removed by distillation to give an oily substance, which was subjected to a vacuum distillation to yield 6.0 g of an oily product, b.p. 185°-195° C. at 0.7 mm Hg (bath temp.).

Provenance & Evidence