Benzyl phenyl carbonate 97

Chemical Properties

Uses

General Description

Synthesis

1885-14-9

28170-07-2

Synthesis of benzyl phenyl carbonate (Synthesis, 2002, 15, 2195-2202) Benzyl alcohol (10.8 g, 100.0 mmol) was dissolved in 100 mL of dichloromethane (CH2Cl2). After the solution was cooled to 0°C, phenyl chloroformate (15.7 g, 100 mmol) was added slowly and dropwise. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, 100 mL of water (H2O) was added, followed by washing twice with 100 mL of 2 M sulfuric acid (H2SO4). The organic phase was separated and dried over anhydrous sodium sulfate (Na2SO4). The solvent was removed by distillation under reduced pressure to give the colorless liquid product benzyl phenyl carbonate (22.5 g, 99% yield). The product was characterized by 1H NMR (CDCl3, 300 MHz): δ= 7.45-7.31 (m, 6H, arylhydrogen), 7.25-7.14 (m, 4H, arylhydrogen), 5.25 (s, 2H, benzylhydrogen).

References