Water → HCID 87364079, compound

Participants

Reaction Steps

To 3-(5-chloro-2-hydroxy-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester (2.0 g, 6.7 mmol) in CH2Cl2 (34 mL) at 0° C. was added Et3N (0.74 g, 1.0 mL, 7.3 mmol) and Tf2O (2.0 g, 7.0 mmol). After warming to rt, H2O was added and the mixture extracted with CH2Cl2 (2×). The combined organics were dried. Silica gel chromatography (5-25%) gave 1.12 g (39%) of the title compound as a white solid. 1H NMR (CDCl3): 7.20 (d, J=8.7 Hz, 1H), 7.03 (dd, J=8.7, 2.3 Hz, 1H), 6.67 (d, J=2.3 Hz, 1H), 4.95-4.91 (m, 1H), 4.34 (ddd, J=10.0, 6.4, 1.0 Hz, 2H), 4.08-4.04 (m, 2H), 1.46 (s, 9H).

Provenance & Evidence