Water → 3-(2,5-Difluorophenylamino)propan-1-ol

HRID 1176627Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1176627
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[NH:9][C:10](=O)[CH2:11][CH2:12][OH:13].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[NH:9][CH2:10][CH2:11][CH2:12][OH:13]

Komponenten

6

Edukt 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 68503422N-(2,5-difluorophenyl)-3-hydroxypropionamide

Produkt 1

HCID 616690273-(2,5-Difluorophenylamino)propan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of 0.185 g of N-(2,5-difluorophenyl)-3-hydroxypropionamide in 3 ml of tetrahydrofuran is added dropwise at room temperature to a suspension of 0.074 g of lithium aluminium hydride in 6 ml of anhydrous tetrahydrofuran. The reaction mixture is stirred at room temperature over 12 hours and subsequently hydrolysed with 0.13 ml of water followed by 0.13 ml of 1M NaOH. The mixture is filtered through Hyflo and the filtrate is washed with 10 ml of brine. The organic phase is dried over sodium sulphate and concentrated by evaporation. The title compound is obtained as a yellow liquid from the residue by means of flash chromatography (SiO2 60F). Rf=0.28 (1:1 EtOAc-heptane); Rt=3.39.

Aufarbeitung

  1. filtrationThe mixture is filtered through Hyflo
  2. washthe filtrate is washed with 10 ml of brine
  3. dry with materialThe organic phase is dried over sodium sulphate
  4. concentrationconcentrated by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-f10f6797580a430281b3f573aaf21b7f
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07842688B2

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