HCID 2775915, Verbindung → HCID 53215517, Verbindung

HRID 889037Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 889037
O=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[CH2:5][CH:4]([C:17](O)=[O:18])[CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C.C1COCC1>[F:15][C:13]([F:14])([F:16])[C:9]1[CH:8]=[C:7]([N:6]2[CH2:2][CH2:3][CH:4]([CH2:17][OH:18])[CH2:5]2)[CH:12]=[CH:11][CH:10]=1

Komponenten

5

Edukt 2

HCID 2775915HCID 2775915, VerbindungHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 53215517HCID 53215517, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

5-Oxo-1-(3-trifluoromethyl-phenyl)-pyrrolidine-3-carboxylic acid (0.35 g, 1.28 mmol) in diethyl ether (5 ml) was added to a solution of lithium aluminium hydride (0.097 g, 2.56 mmol) in THF (5 ml) at temperature 0° C. over a period of 10 min. The mixture was refluxed for 2 hours and then stirred at room temperature for 20 hours. The reaction mixture was diluted with diethyl ether (15 ml) and quenched with water (10 ml). The organic layer was separated and aqueous layer was extracted with diethyl ether. The combined organic layer was washed with saturated brine solution, dried over Na2SO4 and evaporated to obtain a residue which was purified by preparative TLC to afford [1-(3-trifluoromethyl-phenyl)-pyrrolidin-3-yl]-methanol as a colorless mass (0.2 g, 64%).

Aufarbeitung

  1. temperatureThe mixture was refluxed for 2 hours
  2. customquenched with water (10 ml)
  3. customThe organic layer was separated
  4. extractionaqueous layer was extracted with diethyl ether
  5. washThe combined organic layer was washed with saturated brine solution
  6. dry with materialdried over Na2SO4
  7. customevaporated
  8. customto obtain a residue which
  9. customwas purified by preparative TLC

Quellen und Nachweise

ORD-Eintrag
ord-8a9de5f121b94039bcf782dc96bbb67a
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08252797B2

Notizen zur Reaktion

Wird geladen…