Hydrochloric Acid → Pyrrolidine, 2-[(3,4-dimethoxyphenyl)methyl]-, (R)-

HRID 846179Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 846179
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][C:20]=1[O:21][CH3:22])[CH2:6][C@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1C(=O)C(F)(F)F.Cl>C(O)(C)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][C:20]=1[O:21][CH3:22])[CH2:6][C@H:7]1[CH2:11][CH2:10][CH2:9][NH:8]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 13330057HCID 13330057, Verbindung

Produkt 1

HCID 11831008Pyrrolidine, 2-[(3,4-dimethoxyphenyl)methyl]-, (R)-Ausbeute 113 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a solution of (R)-2-(3,4-dimethoxybenzyl)-1-trifluoroacetylpyrrolidine (3.2 g, 0.010 mol) in 50 mL isopropyl alcohol was added 15 mL of 12.5M HCl. The mixture was then heated under reflux until all starting material had disappeared, approximately 24 hours. The solvent was removed in vacuo to give an oil which could be recrystallized from isopropyl alcohol/ether, giving 2.5 g of (R)-2-(3,4-dimethoxybenzyl)pyrrolidine (97% yield), as needles, m.p. 165°-167° C.

Aufarbeitung

  1. temperatureThe mixture was then heated
  2. temperatureunder reflux until all starting material
  3. customThe solvent was removed in vacuo
  4. customto give an oil which
  5. customcould be recrystallized from isopropyl alcohol/ether

Quellen und Nachweise

ORD-Eintrag
ord-58482b7f57b24eb5be79ae3bef2a7912
Quelldatensatz
uspto-grants-1992_08
Patentnummer
US05135944

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