Hydrochloric Acid → HCID 18325913, compound

Participants

Reaction Steps

To a stirred solution of ethyl 4-oxo-2-phenylcyclohex-2-enecarboxylate(500 mg, 2.05 mmol) in MeOH(10 ml) at 0° C., NaBH4(77.5 mg, 2.05 mmol) was added by portions. After stirring for 45 minutes, dil.HCl aq. was added to the reaction mixture and the solvent was evaporated under reduced pressure. The residue was added water and extracted with AcOEt. The organic layer was washed with water and brine, dried over MgSO4. Concentration of the organic layer afford 504 mg of ethyl 4-hydroxy-2-phenylcyclohex-2-enecarboxylate(y=100%) as a pale yellow crystal. 1H-NMR(ppm, 300 MHz, CDCl3) δ 7.23-7.34(5H, m), 6.10-6.22(1H, m), 4.30-4.50(1H, m), 3.90-4.08(1H, m), 3.72 and 3.64(1H, t and t, J=5.8 and 5.3 Hz), 1.60-2.30(4H, m), 1.00 and 1.10(3H, m).

Provenance & Evidence