Methyl iodide → HCID 57445085, compound

Participants

Reaction Steps

Add sodium hydride (0.89 g, 22.4 mmol, 60% dispersion in mineral oil) to a solution of tert-butyl 1-(2-bromo-4-fluorophenyl)ethylcarbamate (4.75 g, 14.9 mmol) in DMF (10 mL). Stir the mixture for 30 min at RT. Add methyl iodide (1.86 mL, 29.9 mmol). Stir the mixture for 1 h at RT. Dilute with ethyl acetate, and wash with water and aqueous saturated sodium chloride. Dry over sodium sulfate and concentrate. Purify by column chromatography (hexane to 20% ethyl acetate in hexane) to give the title compound as a colorless oil (4.9 g, 98%). 1H NMR (400 MHz, CD3Cl) δ 1.32 (s, 9H), 1.45 (t, J=8.0 Hz, 3H), 2.58 (s, 3H), 5.39 (br, 1H), 7.00 (m, 1H), 7.28 (m, 2H).

Provenance & Evidence