反应 #2507829

ord-576e7ebc033046578a1287017d8be0aa

反应方程式

CCCCCC1COc2cc(C=O)c(F)cc2C1
6-fluoro-3-pentylchroman-7-carbaldehyde
[BH4-].[Na+]
sodium borohydride
CCCCCC1COc2cc(CO)c(F)cc2C1
(6-fluoro-3-pentylchroman-7-yl)methanol

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取extracted three times with MTB ether
  2. 2
    洗涤phases are washed with sat. sodium chloride soln
  3. 3
    干燥and dried over sodium sulfate
  4. 4
    其他the solvent is removed in vacuo
  5. 5
    过滤the residue is filtered through silica gel with dichloromethane (Rf=0.3)

实验过程

11.1 g (44.3 mmol) of 6-fluoro-3-pentylchroman-7-carbaldehyde are dissolved in 100 ml of ethanol, and 2.0 g (52.8 mmol) of sodium borohydride are added in portions. After 3 h, the batch is diluted with water and extracted three times with MTB ether. The combined org. phases are washed with sat. sodium chloride soln. and dried over sodium sulfate, the solvent is removed in vacuo, and the residue is filtered through silica gel with dichloromethane (Rf=0.3), giving (6-fluoro-3-pentylchroman-7-yl)methanol as a colourless solid.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07955664B2uspto-grants-2011_06