Benzoic Acid → HCID 86712040, compound

Participants

Reaction Conditions

Reaction Steps

1-benzyl-4-(3-chloropropyl)-3-pyrrolidone hydrochloride (6-2, 5.0 g, 17.3 mmol), benzoic acid (2.5 g, 20.8 mmol), potassium carbonate (7.1 g, 51.9 mmol) and potassium iodide (1.4 g, 8.65 mmol) are added to 40 ml DMF, then heated up to 100° C. and finally reacted overnight. At the end of reaction, the temperature is lowered to room temperature, 100 ml water is added, extraction is carried out by ethyl acetate (100 ml×2), organic phase is combined, washed twice by saturated saline water and dried by anhydrous sodium sulfate, and the solvent is dried by concentration under reduced pressure to obtain oily product, which is then purified by column chromatography to obtain oily product (3-1, 2.4 g, 7.1 mmol, yield: 41.1%). 1H NMR (400 MHz, CDCl3) δ 8.03 (d, J=8.1 Hz, 2H), 7.56 (t, J=7.4 Hz, 1H), 7.44 (t, J=7.7 Hz, 2H), 7.38-7.27 (m, 5H), 4.32 (t, J=6.3 Hz, 2H), 3.70 (s, 2H), 3.37-3.21 (m, 2H), 2.76 (d, J=17.2 Hz, 1H), 2.50 (dd, J=13.4, 8.0 Hz, 1H), 2.41 (t, J=8.9 Hz, 1H), 1.98-1.71 (m, 3H), 1.54 (m, 1H).

Provenance & Evidence