P,P-Diphenylphosphinic azide → HCID 58976723, compound

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Reaction Steps

[3-(2-Chloro-ethoxy)-4,5-dimethoxy-phenyl]-carbamic acid tert-butyl ester 3-(2-Chloro-ethoxy)-4,5-dimethoxy-benzoic acid (500 mg, 1.9 mmol), DPPA, (550 mg, 2 mmol), and TEA, (2 mmol), were combined in 5 mL t-butanol and refluxed for 5 h. The t-butanol was removed under vacuum and the residue purified by silica gel chromatography (5% methanol/DCM, affording 90 mg [3-(2-Chloro-ethoxy)-4,5-dimethoxy-phenyl]-carbamic acid tert-butyl ester. NMR CDCl3: 6.7(d, 2H), 6.4(bs, 1H), 4.3(t, 3H), 3.85(s, 3H), 3.80(s, 3H), 3.82(m, 2H), 1.5(s, 9H).

Provenance & Evidence