Hydrochloric Acid → HCID 59807055, compound

Participants

Reaction Steps

A solution of compound 3 (2.2 g, 5.56 mmol) in methanol (solvent grade, 25 mL) was treated with 1 N HCl (40 mL) and the resulting mixture was refluxed for 30 minutes. The reaction was brought to room temperature, methanol was evaporated and the solution basified with 6 N NaOH (pH ˜14). The product was extracted into CH2Cl2 (3×50 mL) and the combined organic layers were dried (Na2SO4) and concentrated to give crude product 4 (1.49 g, 91%) as a syrup. 1H NMR (DMSO-d6) δ 1.47-1.62 (m, 6H), 1.97-2.08 (m, 1H), 2.59-2.68 (m, 3H), 2.73-2.79 (m, 2H), 2.84-2.88 (m, 2H), 3.08-3.09 (m, 1H), 3.78-3.87 (m, 1H), 6.85 (d, 1H, J=8.4 Hz), 7.22 (dd, 1H, J=2.4, 8.4 Hz), 7.26 (d, 1H, J=2.4 Hz); ESI-MS (m/z, %): 297, 295 (M+, 100).

Provenance & Evidence