反応 #583159

反応方程式

cyclopentene oxide

1,2-cyclopentanediol

boron trifluoride diethyl etherate

sodium hydroxide

cyclopentene oxide

→

bis(2-hydroxycyclopentyl) ether

反応条件

後処理

1. 1
   その他A 1-liter, three neck, round bottom flask equipped with magnetic stirrer
2. 2
   workup.ADDITIONinternal thermometer, addition funnel, condenser, argon supply
3. 3
   温度heating mantle
4. 4
   その他is flushed with argon
5. 5
   workup.ADDITIONis added dropwise
6. 6
   その他has reacted
7. 7
   workup.DISTILLATIONthe liquid is fractionally distilled under vacuum
8. 8
   その他to recover the excess cyclopentanediol
9. 9
   その他The desired ether is obtained as a residue
10. 10
    workup.DISTILLATIONOptionally, it is purified by further vacuum distillation

実験手順

A 1-liter, three neck, round bottom flask equipped with magnetic stirrer, internal thermometer, addition funnel, condenser, argon supply, and heating mantle, is flushed with argon. Then 1,2-cyclopentanediol (about 306 g, about 3 moles, Aldrich) is added and boron trifluoride diethyl etherate (about 0.14 g, about 0.01 moles, cis-trans isomer mixture, Aldrich) is added. Then the reaction mixture is held at about 10-40° C. as cyclopentene oxide (about 84 g. about 1 mole, Aldrich) is added dropwise with stirring until all the cyclopentene oxide has reacted. The reaction mixture is neutralized with sodium hydroxide, and the liquid is fractionally distilled under vacuum to recover the excess cyclopentanediol. The desired ether is obtained as a residue. Optionally, it is purified by further vacuum distillation.

出典