Water → (R)-1-Benzyl-3-pyrrolidinol tosylate

HRID 428586

Reaktionsgleichung

Reaktionsgleichung von HRID 428586
[CH2:1]([N:8]1[CH2:12][CH2:11][C@@H:10]([OH:13])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1.[OH2:25]>N1C=CC=CC=1>[CH2:1]([N:8]1[CH2:12][CH2:11][C@@H:10]([OH:13])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[S:20]([C:17]1[CH:18]=[CH:19][C:14]([CH3:24])=[CH:15][CH:16]=1)([O-:22])(=[O:21])=[O:25]

Komponenten

5

Edukt 3

HCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 643472(R)-(+)-1-Benzyl-3-pyrrolidinol

Produkt 1

HCID 86583595(R)-1-Benzyl-3-pyrrolidinol tosylateAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a stirred solution of (R)-1-benzyl-3-pyrrolidinol (1.77 g, 10 mmol) in pyridine(30 ml) was added p-toluenesulfonyl chloride (9.53 g, 50 mmol) by portions at 0° C. After 90 h stirring at room temperature, water was added to the reaction mixture and the mixture was extracted with ether (150 ml). The extract was washed with water, brine, dried(Na2SO4), and concentrated to give 3.06 g (92%) of brown oil.

Aufarbeitung

  1. extractionthe mixture was extracted with ether (150 ml)
  2. washThe extract was washed with water, brine, dried(Na2SO4)
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-8f82c83e2f1146369dc5cc44d6d0727b
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06313302B2

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