Boron trifluoride etherate → Bis(2-hydroxycyclopentyl)ether

HRID 1288794

반응식

HRID 1288794 반응식
[CH:1]1([OH:7])[CH2:5][CH2:4][CH2:3][CH:2]1[OH:6].B(F)(F)F.CCOCC.[CH:17]12[O:22][CH:18]1[CH2:19][CH2:20][CH2:21]2.[OH-].[Na+]>>[OH:6][CH:2]1[CH2:3][CH2:4][CH2:5][CH:1]1[O:7][CH:17]1[CH2:21][CH2:20][CH2:19][CH:18]1[OH:22]

참가 물질

5

반응물 4

HCID 8000Boron trifluoride etherateHCID 92446-Oxabicyclo[3.1.0]hexane2회HCID 14798Sodium HydroxideHCID 95497trans-Cyclopentane-1,2-diol

생성물 1

HCID 22245648Bis(2-hydroxycyclopentyl)ether

실험 절차

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.

후처리

  1. customA 1-liter, three neck, round bottom flask equipped with magnetic stirrer
  2. additioninternal thermometer, addition funnel, condenser, argon supply
  3. temperatureheating mantle
  4. customis flushed with argon
  5. additionis added dropwise
  6. customhas reacted
  7. distillationthe liquid is fractionally distilled under vacuum
  8. customto recover the excess cyclopentanediol
  9. customThe desired ether is obtained as a residue
  10. distillationOptionally, it is purified by further vacuum distillation

출처 및 근거

ORD 기록
ord-2869a4479e56415d825b43926b454a41
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05747443

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