Hydrochloric Acid → HCID 54410732, compound

Participants

Reaction Steps

A solution of 380 mg (0.666 mmol) of 2-chlorobenzenesulfonic acid 3-[[1-N-(tert-butoxycarbonyl)piperidin-4-yl]methoxy]-4-benzylphenyl ester, as prepared in the preceding step, in 5 mL of methylene chloride was added 3 mL of 4N HCl in dioxane. The reaction mixture was stirred at ambient temperature for 1 h, carefully quenched with with saturated NaHCO3, dried (K2CO3), and concentrated to give 381 mg of crude title compound as an oil which was used as is in the next step. 1H-NMR (300 MHz, CDCl3) δ 7.96 (d, 1H), 7.54-7.63 (m, 2H), 7.34-7.40 (m, 1H), 7.08-7.24 (m, 4H), 6.91 (d, 1H, J=8 Hz), 6.66 (d, 1H, J=2 Hz), 6.54 (dd, 1H, J=2, 8 Hz), 3.88 (s, 2H), 3.66 (d, 2H, J=5 Hz), 3.10 (d, 2H, J=12 Hz), 2.62 (t, 2H, J=10 Hz), 1.1-1.2 (m, 4H). Mass spectrum (MALDI-TOF; gentisic acid matrix) calcd. for C25H26ClNO4 S: 472.1 (M+H). Found: 472.6.

Provenance & Evidence