Boron trifluoride etherate → Bis(2-hydroxycyclopentyl)ether

HRID 430485

反応式

HRID 430485 の反応式
[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]

参加物

5

反応物 4

HCID 8000Boron trifluoride etherateHCID 92446-Oxabicyclo[3.1.0]hexane2 回HCID 14798Sodium HydroxideHCID 95497trans-Cyclopentane-1,2-diol

生成物 1

HCID 22245648Bis(2-hydroxycyclopentyl)ether

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.

後処理

  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

出典と根拠

ORDレコード
ord-291f419f49a04d96aa17aad4c2c7dd93
出典データセット
uspto-grants-2001_11
特許番号
US06323172B1

関連ノート

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