Hydrochloric Acid → HCID 19072264, compound

Participants

Reaction Steps

10 g of ethyl 1-cyclopropyl-7-diphenylmethoxycar-bonylmethyl-6-fluoro-8-methoxy-1,4-dihydro-4-oxo-3-quino-linecarboxylate was dissolved in 300 ml of N,N-dimethylform-amide and 1.89 g of 60% sodium hydride was added thereto under ice-cooling. After stirring for 45 minutes, 5.43 g of 1,4-dibromobutane was added thereto and the resulting mixture was stirred at room temperature for 20 hours. After regulating the pH value of the mixture to 5 with 2N hydro-chloric acid, 100 ml of ethyl acetate, 100 ml of diethyl ether and 100 ml of water were added thereto. Then the organic layer was collected, successively washed with water and a saturated aqueous solution of sodium hydrogencarbonate and dried over anhydrous sodium sulfate. After removing the solvent under reduced pressure, diisopropyl ether was added to the crystalline product thus obtained followed by the collection of the product by filtration. Thus 8.72 g of ethyl 1-cyclopropyl-7-(1-diphenylmethoxycarbonylcyclo-pentyl)-6-fluoro-8-methoxy-1,4-dihydro-4-oxo-3-quino-linecarboxylate was obtained (yield: 79.1%).

Provenance & Evidence