Hydrochloric Acid → 1-(2-(4-Iodophenoxy)ethyl)pyrrolidine

HRID 1916520Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1916520
[I:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.Cl[CH2:10][CH2:11][N:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1.Cl.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[I:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:10][CH2:11][N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 108944-IodophenolHCID 11430Potassium CarbonateHCID 816691-(2-Chloroethyl)pyrrolidine

Produkt 1

HCID 219591661-(2-(4-Iodophenoxy)ethyl)pyrrolidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A suspension of 22 g (100 mmol) 4-iodophenol, 17 g (100 mmol) 1-(2-chloro-ethyl)-pyrrolidine (used as the hydrochloride) and 55.3 g (400 mmol) K2CO3 in 400 mL DMF is stirred for 48 h at RT. The solvent is evaporated down i.vac., the residue is combined with water, the aqueous phase exhaustively extracted with EtOAc, the combined organic phases are washed with saturated, aqueous NaCl solution and dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified on silica gel (EtOAc/MeOH/NH3 85:15:1.5).

Aufarbeitung

  1. customThe solvent is evaporated down i.vac
  2. extractionthe aqueous phase exhaustively extracted with EtOAc
  3. washthe combined organic phases are washed with saturated, aqueous NaCl solution
  4. dry with materialdried over Na2SO4
  5. customis purified on silica gel (EtOAc/MeOH/NH3 85:15:1.5)

Quellen und Nachweise

ORD-Eintrag
ord-97bbf2ee7669494abce2ae55c7745643
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08618132B2

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