Reaktion #2507829

ord-576e7ebc033046578a1287017d8be0aa

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted three times with MTB ether
  2. 2
    Waschenphases are washed with sat. sodium chloride soln
  3. 3
    Trocknenand dried over sodium sulfate
  4. 4
    Sonstigethe solvent is removed in vacuo
  5. 5
    Filtrationthe residue is filtered through silica gel with dichloromethane (Rf=0.3)

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07955664B2uspto-grants-2011_06