Ethanol → Ethyl 3-benzoylbenzoate

Participants

Reaction Conditions

Reaction Steps

A 100-mL round bottom flask was charged with of 3-benzoylbenzoic acid (2.20 g, 9.7 mmol), ethanol (40 mL), and sulfuric acid (3 mL). The reaction mixture was heated at 100° C. for 15 h, poured into ice water and extracted twice with Et2O. The combined organic phase was washed with satd aq NaHCO3 and dried over K2CO3. The crude ethyl 3-benzoylbenzoate was used in the next step without further purification. LC-MS (3 min) tR=1.87 min in 3 min chromatography, m/z 255 (MH+). 1H NMR (400 MHz, CDCl3) δ 8.45-8.44 (m, 1H), 8.28-8.25 (m, 1H), 8.00-7.97 (m, 1H), 7.82-7.79 (m, 2H), 7.64-7.48 (m, 4H), 4.40 (q, J=7.1 Hz, 2H), 1.40 (t, J=7.2 Hz, 3H).

Provenance & Evidence