反应 #1597036

ord-921fe55d31964cd2852133e9d1e4c647

反应方程式

CCOC(=O)C1CCC(F)(F)CC1
4,4-difluorocyclohexanecarboxylic acid ethyl ester
[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminum hydride
C1CCOC1
tetrahydrofuran
OCC1CCC(F)(F)CC1
title compound
OCC1CCC(F)(F)CC1
(4,4-Difluorocyclohexyl)methanol

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The reaction was carefully quenched with water (2.0 mL)
  2. 2
    workup.ADDITIONfollowed by the addition of 1.0 N NaOH (2 mL)
  3. 3
    workup.STIRRINGThe reaction mixture was stirred for 10 min
  4. 4
    过滤filtered through a pad of celite
  5. 5
    洗涤washed with diethyl ether (20 mL)
  6. 6
    其他The organic layer was collected
  7. 7
    干燥dried over anhydrous magnesium sulfate
  8. 8
    过滤filtered
  9. 9
    浓缩concentrated

实验过程

To a solution of 4,4-difluorocyclohexanecarboxylic acid ethyl ester (0.50 g, 2.6 mmol) cooled to 0° C. in diethyl ether (2 0 mL) was added dropwise 1.0 M lithium aluminum hydride in tetrahydrofuran (2.6 mL, 2.6 mmol). The reaction was stirred for 30 min. The reaction was carefully quenched with water (2.0 mL) followed by the addition of 1.0 N NaOH (2 mL). The reaction mixture was stirred for 10 min, filtered through a pad of celite and washed with diethyl ether (20 mL). The organic layer was collected, dried over anhydrous magnesium sulfate, filtered, and concentrated to give the title compound as a crude oil (465 mg) which was used without further purification.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08211894B2uspto-grants-2012_07