Hydrochloric Acid → Methyl 5-cyano-5-(4-fluorophenyl)-2-oxocyclohexanecarboxylate

Participants

Reaction Conditions

Reaction Steps

70 mL of methyl acrylate and 44.4 mL of 4-fluorophenylacetonitrile were dissolved in 200 mL of THF and 50 mL of methanol. 150 mL of a 30% solution of sodium methylate in methanol were added slowly. The mixture was stirred at room temperature for 15 h and for 4 h at 50° C. The mixture was cooled to room temperature and poured onto cooled 2N HCl. The aqueous layer was washed with ethyl acetate three times, the combined organic layers were extracted with water and brine, dried over sodium sulfate and evaporated to dryness to give 101.5 g of crude product, that was sufficiently pure for further conversion. Rt=1.60 min (Method C). Detected mass: 276.2 (M+H+).

Provenance & Evidence