Sodium borohydride → (6-Fluoro-3-pentylchroman-7-yl)methanol

HRID 2420647Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2420647
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH:12]=[O:13])[O:8][CH2:7][CH:6]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:5]2.[BH4-].[Na+]>C(O)C.O>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH2:12][OH:13])[O:8][CH2:7][CH:6]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:5]2

Komponenten

5

Edukt 2

HCID 4311764Sodium borohydrideHCID 592883516-Fluoro-3-pentylchroman-7-carbaldehyde

Produkt 1

HCID 59288346(6-Fluoro-3-pentylchroman-7-yl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. extractionextracted three times with MTB ether
  2. washphases are washed with sat. sodium chloride soln
  3. dry with materialand dried over sodium sulfate
  4. customthe solvent is removed in vacuo
  5. filtrationthe residue is filtered through silica gel with dichloromethane (Rf=0.3)

Quellen und Nachweise

ORD-Eintrag
ord-576e7ebc033046578a1287017d8be0aa
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07955664B2

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