Water → (S)-1-(4-dimethylaminophenethyl)-3-hydroxypyrrolidine

HRID 1859451Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1859451
[CH3:1][N:2]([CH3:28])[C:3]1[CH:27]=[CH:26][C:6]([CH2:7][CH2:8][N:9]2[CH2:13][CH2:12][C@H:11]([O:14]C(=O)C3C=CC([N+]([O-])=O)=CC=3)[CH2:10]2)=[CH:5][CH:4]=1.O1CCCC1.O.[Li+].[OH-]>CO>[CH3:28][N:2]([CH3:1])[C:3]1[CH:4]=[CH:5][C:6]([CH2:7][CH2:8][N:9]2[CH2:13][CH2:12][C@H:11]([OH:14])[CH2:10]2)=[CH:26][CH:27]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 69900132(S)-1-(4-Dimethylaminophenethyl)-3-(4-nitrobenzoyloxy)pyrrolidine

Produkt 1

HCID 69900648(S)-1-(4-dimethylaminophenethyl)-3-hydroxypyrrolidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

(S)-1-(4-dimethylaminophenethyl)-3-(4-nitrobenzoyloxy) pyrrolidine (1.00 g, 2.70 mmol) was dissolved in methanol (20 ml), tetrahydrofuran (20 ml) and water (10 ml). 4M-LiOH (3 ml) was added dropwise in the obtained solution, and they were stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure, and the residue was distributed in water and ether. The organic layer was dried and the solvent was evaporated under reduced pressure to obtain (S)-1-(4-dimethylaminophenethyl)-3-hydroxypyrrolidine in the form of a light yellow solid (320 mg, 62%).

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure
  2. customThe organic layer was dried
  3. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3e0bbd1f0c324a2d880f4166b09ccf86
Quelldatensatz
uspto-grants-2003_03
Patentnummer
US06528504B2

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