Synthesis
At room temperature, 2.5 mL of N-methylpyrrolidone (NMP), 1.38 g (10 mmol) of 2-phenoxyethanol and 1.5 mL (11 mmol) of benzenesulfonyl chloride were added to the reaction flask. The mixture was stirred well and then the reaction was continuously stirred at 100 °C for 30 min. Upon completion of the reaction, the reaction mixture was cooled to room temperature and subsequently extracted by adding 30 mL of dichloromethane and 30 mL of water. The organic layer was separated and washed with saturated brine and dried over anhydrous sodium sulfate. Dichloromethane was removed by evaporation under reduced pressure to give the crude product. The crude product was purified by column chromatography to give 1.52 g of 2-chlorophenetole in colorless liquid form in 96.8% yield.
References
[1] Patent: CN106187674, 2016, A. Location in patent: Paragraph 0017; 0018
[2] Patent: US2016/347717, 2016, A1. Location in patent: Paragraph 0232; 0233
[3] Patent: US5527816, 1996, A
[4] Chemical Research in Toxicology, 2000, vol. 13, # 1, p. 53 - 62
[5] Patent: CN106146450, 2016, A. Location in patent: Paragraph 0132; 0133; 0134
