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 Preparation of 2-Cyclohepten-1-yl acetate
  • Preparation of 2-Cyclohepten-1-yl acetate
  • 2-Cyclohepten-1-ol, acetate (CAS NO.: ), with other names as 2-Cyclohepten-1-ol, acetate, could be produced through the following synthetic routes.

    Preparation of 2-Cyclohepten-1-yl acetate

    acetate (1.12 g, 0.005 mol), benzoquinone (2.16 g, 0.02 mol), manganese dioxide (10.44 g, 0.12 mol), and anhydrous acetic acid (250 mL) are placed in a 1-L, round-bottomed flask equipped with a reflux condenser and a magnetic stirring bar. This heterogeneous mixture is equilibrated by efficient stirring for 30–60 min. (9.61 g, 0.1 mol) is added, and the stirring is continued at 60°C for 28 hr. After the solution is cooled to room temperature, 250 mL of pentane/ether (1 : 1) is added and the mixture is stirred for another 30 min. The two-phase mixture is filtered with suction through a Büchner funnel, which contains a layer of Celite (5–10 mm). The Celite layer is washed successively with 250 mL of pentane/ether (1 : 1), 250 mL of water, 100 mL of pentane/ether (1 : 1), and 250 mL of water. After the organic phases are separated, the aqueous phase is extracted 3 times with 250 mL of pentane/ether (1 : 1). The combined organic phases are washed successively with 250 mL of water, 250 mL and then 100 mL of aqueous sodium hydroxide (2 N), 250 mL of water, and finally dried over anhydrous magnesium sulfate. After evaporation or distillation of the solvent, the product is purified by distillation to give 2-cyclohepten-1-yl acetate (11.25 g, 73%), bp 61–62°C (5 mm), lit.3 bp 70°C (6 mm).


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