Potassium Iodide → (R)-2-Phenyl-2-pyrrolidin-1-yl-ethanol

HRID 1472827

Reaktionsgleichung

Reaktionsgleichung von HRID 1472827
[NH2:1][C@H:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:3][OH:4].C(=O)([O-])[O-].[Na+].[Na+].Br[CH2:18][CH2:19][CH2:20][CH2:21]Br.[I-].[K+]>CC(O)C>[C:5]1([C@@H:2]([N:1]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[CH2:3][OH:4])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Komponenten

6

Edukt 4

HCID 4875Potassium IodideHCID 80561,4-DibromobutaneHCID 10340Sodium CarbonateHCID 2724025(R)-beta-aminophenethyl alcohol

Produkt 1

HCID 11030628(R)-2-Phenyl-2-pyrrolidin-1-yl-ethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a solution of (R)-2-amino-2-phenyl-ethanol (0.5 g, 3.64 mmol) in 2-propanol (40 mL) were added sodium carbonate (1 g, 9.48 mmol), 1,4-dibromobutane (0.57 mL, 4.74 mmol) and potassium iodide (catalytic) in succession, and the mixture was refluxed overnight. After filtration, the solvent was removed under reduced pressure and the crude was used without further purification (0.53 g, 76%). LCMS method: 2, RT: 2.27 min; MI: 191-193 [M+1].

Aufarbeitung

  1. temperaturethe mixture was refluxed overnight
  2. filtrationAfter filtration
  3. customthe solvent was removed under reduced pressure
  4. customthe crude was used without further purification (0.53 g, 76%)

Quellen und Nachweise

ORD-Eintrag
ord-da06d73d72ff407486fff7064a858cd0
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09012633B2

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