Triethylamine → HCID 56925774, compound

Participants

Reaction Steps

To a solution of 25a (60 mg, 0.226 mmol) in DCM (3 mL) was added triethylamine (0.06 mL, 0.452 mmol) and 3,4-dimethoxybenzoyl chloride (54 mg, 0.271 mmol). The reaction was stirred overnight at room temperature. The reaction mixture was washed with dH2O (×2) and sat. NaHCO3 (×2), dried over MgSO4 and concentrated in vacuo. Purification by column: silica gel: 3:1 DCM/EtOAc gave a quantitative yield of a light yellow oil. 1H NMR (CDCl3): δ 7.26-7.17 (m, 3H), 7.17-7.08 (m, 3H), 7.06-6.97 (m, 2H), 6.95 (t, J=5.0 Hz, 1H), 6.66 (d, J=8.4 Hz, 1H), 6.53-6.40 (m, 1H), 5.92-5.79 (m, 1H), 5.16 (s, 2H), 3.83 (s, 3H), 3.66 (s, 3H), 1.46 ppm (s, 6H). 13C NMR (CDCl3): δ 169.9, 150.3, 149.0, 148.6, 147.9, 144.7, 140.6, 135.1, 129.0, 127.8, 127.2, 126.3, 124.0, 123.6, 123.0, 122.3, 112.6, 109.9, 77.4, 77.0, 77.0, 76.7, 55.8, 55.7, 55.6, 28.2 ppm. HRMS (ESI) m/z calcd for C26H27N2O4 [(M+H)+] 431.1971. found: 431.1951.

Provenance & Evidence