Water → Fla 908

HRID 414076

Reaktionsgleichung

Reaktionsgleichung von HRID 414076
Cl.[CH2:2]([N:4]1[CH2:8][CH2:7][CH2:6][CH:5]1[CH2:9][NH:10][C:11](=[O:22])[C:12]1[C:17]([O:18]C)=[CH:16][CH:15]=[CH:14][C:13]=1[O:20][CH3:21])[CH3:3].B(Br)(Br)[Br:24].O>ClCCl>[CH2:2]([N:4]1[CH2:8][CH2:7][CH2:6][CH:5]1[CH2:9][NH:10][C:11](=[O:22])[C:12]1[C:17]([OH:18])=[CH:16][CH:15]=[C:14]([Br:24])[C:13]=1[O:20][CH3:21])[CH3:3]

Komponenten

5

Edukt 3

HCID 962WaterHCID 25134Boron tribromideHCID 15565705N-ethyl-2-(2,6-dimethoxybenzamidomethyl)pyrrolidine hydrochloride

Produkt 1

HCID 129516Fla 908Ausbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of N-ethyl-2-(2,6-dimethoxybenzamidomethyl)pyrrolidine hydrochloride (23.0 g, 0.07 mole) in 300 ml of dry dichloromethane was added dropwise with stirring a solution of boron tribromide (17.5 g, 0.07 mole) in 25 ml of dry dichloromethane at 0° C. After the addition was completed the solution was allowed to reach room temperature over night. Water was added and pH adjusted to 7. The organic layer was washed with water and dried (MgSO4). The solvent was evaporated in vacuo affording the title compound as a viscous oil (20 g) which was judged by TLC and GC analysis to be sufficiently pure for use in the next step without further purification.

Aufarbeitung

  1. additionAfter the addition
  2. waitto reach room temperature over night
  3. washThe organic layer was washed with water
  4. dry with materialdried (MgSO4)
  5. customThe solvent was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-14f236f8f86b4156bdd47a43d0de1895
Quelldatensatz
uspto-grants-1988_12
Patentnummer
US04789683

Verknüpfte Notizen

Wird geladen…