Ethyl formate → HCID 9841073, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-[(9-benzyl-9H-carbazol-4-yl)oxy]ethylamine (0.0714 g, 0.226 mmol) and ethyl formate (3 mL) is stirred at 65-70° C. for 45 min. After cooling, excess ethyl formate is removed in vacuo and the residue is partitioned between CH2Cl2 and aq. sodium sulfate. The organic layers are dried over sodium sulfate and concentrated; the residue is crystallized from CH2Cl2-EtOAc-hexane to give 0.0585 g (75%) of the title compound as a white, crystalline solid; mp 161-162° C.; MS (ESI+) for m/z 345 (M+H)+, 367 (M+Na); 1H NMR (CDCl3) δ3.95, 4.38, 5.52, 6.13, 6.68, 7.03, 7.10, 7.2-7.4, 8.27, 8.29; IR (drift) 3297, 1659, 1459, 1385, 1341, 1332, 1269, 1255, 1145, 1116, 780, 747, 737, 717, 700 cm−1. Anal. Calcd for C22H20N2O2: C, 76.72; H, 5.85; N, 8.13. Found: C, 76.53; H, 5.99; N, 8.09.

Provenance & Evidence