Benzamide → HCID 11426018, compound

Participants

Reaction Steps

Using general procedure A, benzamide (150 mg, 1.24 mmol) was coupled with allyl 4-iodobenzoate (300 mg, 1.04 mmol). The crude product was purified by flash chromatography on silica gel (2×15 cm; hexane-ethyl acetate 3:1; 10 mL fractions). Fractions 8-15 provided 266 mg (91% yield) of the product as white crystals. 1H NMR (400 MHz, CDCl3): δ 8.14−8.09 (m, 2H), 8.00 (br s, 1H), 7.93−7.88 (m, 2H), 7.80−7.75 (m, 2H), 7.63−7.58 (m, 1H), 7.56−7.51 (m, 2H), 6.07 (ddt, J=17.2, 11.7, 5.6 Hz, 1H), 5.45 (dq, J=17.2, 1.4 Hz, 1H), 5.32 (dq, J=11.7, 1.4 Hz, 1H), 4.85 (dt, J=5.6, 1.4 Hz, 2H).

Provenance & Evidence