The general procedure for the synthesis of benzoyliminoacetaldehyde diethyl acetal from potassium phthalimide salt and bromoacetaldehyde diethyl acetal was as follows: potassium phthalimide (5 g, 26.5 mmol), bromoacetaldehyde diethyl acetal (4.1 mL, 26.5 mmol), and cetyltributylphosphonium bromide (13.8 g, 26.5 mmol) were reacted under nitrogen protection in toluene ( 200 mL) at 111°C for 24 hours under nitrogen protection. After completion of the reaction, the mixture was filtered and the filtrate was concentrated by rotary evaporation to give a yellow oil. The target compound was purified by column chromatography (eluent: hexane/ether=1:1). The yield was 70%. Elemental analysis results (calculated value C14H17NO4, 263.29): C 63.8, H 6.4, N 5.3; measured value: C 64.6, H 6.5, N 5.3. 1H NMR (300MHz, CDCl3): δ7.8-7.6 (m, 4H), 4.79 (t, 1H), 3.75 (d, 2H), 3.62-3.42 (m, 4H), 1.06 (t, 6H).ES-MS: m/z 264.IR: ν(C-O-C) 2800, (C=O) 1721 cm-1.
