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 Synthetic Approach of Benzhydryl β-chloroethyl ether
  • Synthetic Approach of Benzhydryl β-chloroethyl ether
  • Benzhydryl β-chloroethyl ether (CAS NO.: ) could be produced through the following synthetic routes.

    Systematic Method of Benzhydryl β-chloroethyl ether

    In a 500-ml. three-necked round-bottomed flask equipped with a sealed stirrer, a reflux condenser, and a dropping funnel are placed 36 g. (0.45 mole) of ethylene chlorohydrin, 5 ml. of concentrated sulfuric acid, and 35 ml. of benzene. The mixture is warmed on a water bath, and to it is added, with efficient stirring, a solution of 55 g. (0.30 mole) of benzhydrol in 65 ml. of benzene during 30–50 minutes. The reaction mixture is heated at the reflux temperature for an additional 4 hours with stirring. To the cooled mixture is added about 35 ml. of benzene, and the combined benzene layer is washed with water and dried over calcium chloride. The drying agent is removed, the benzene is evaporated, and the residue is distilled under reduced pressure. The benzhydryl β-chloroethyl ether is collected at 144–148°/1.0 mm. (174–177°/4 mm.) as a colorless, viscous oil, n30D 1.5651, which should be removed from the receiver to a beaker or Erlenmeyer flask immediately after the distillation. The oil solidifies to a hard white mass, m.p. 27.4–27.8°, when kept in an ice chest. The yield is 60.0–65.3 g. (81–88%).


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