Triethylamine → HCID 59402852, compound

Participants

Reaction Steps

Toluenesulfonyl chloride (410 mg, 2.15 mmol, 1.5 equiv.) and triethylamine (0.40 ml, 2.88 mmol, 2 equiv.) were added to a solution of 3-[(9-hydroxynonyl)oxy]benzenecarboxamide (400 mg, 1.43 mmol, 1 equiv.) in CH2Cl2 (4 ml) and the reaction mixture was stirred at r.t. for 6 days. Saturated NaHCO3 solution (40 ml) was added and the mixture was extracted with CH2Cl2 (3×30 ml). The combined organic extracts were dried (MgSO4) and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica eluting with CH3OH/CH2Cl2 (2%), to give the desired compound as white solid (428 mg, 69%), mp 78-80° C. HPLC-MS (method 1): m/z 434 [M+H]+, Rt=4.90 min.

Provenance & Evidence