Sodium Hydroxide → 4-(2-ethyl-1-(1H-imidazol-1-yl)butyl)aniline

HRID 1894769Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1894769
[CH2:1]([CH:3]([CH2:20][CH3:21])[CH:4]([C:10]1[CH:15]=[CH:14][C:13]([NH:16]C(=O)C)=[CH:12][CH:11]=1)[N:5]1[CH:9]=[CH:8][N:7]=[CH:6]1)[CH3:2].[OH-].[Na+]>Cl>[CH2:20]([CH:3]([CH2:1][CH3:2])[CH:4]([C:10]1[CH:11]=[CH:12][C:13]([NH2:16])=[CH:14][CH:15]=1)[N:5]1[CH:9]=[CH:8][N:7]=[CH:6]1)[CH3:21]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 86681896N-(4-(2-ethyl-1-(1H-imidazol-1-yl)butyl)phenyl)acetamide

Produkt 1

HCID 866818974-(2-ethyl-1-(1H-imidazol-1-yl)butyl)aniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A solution of N-(4-(2-ethyl-1-(1H-imidazol-1-yl)butyl)phenyl)acetamide (350 mg, 1.23 mmol) in 3N HCl (3.28 mL) was stirred overnight at 60° C. After cooling to room temperature, the solution was poured onto ice and basified with 6N NaOH (pH=12-14). The aqueous phase was extracted three times with DCM and the organic extracts were combined and dried over MgSO4, filtered and then concentrated to afford to 4(2-ethyl-1-(1H-imidazol-1-yl)butyl)aniline. MS (ES+): m/z 244.31 (MH+).

Aufarbeitung

  1. additionthe solution was poured onto ice
  2. extractionThe aqueous phase was extracted three times with DCM
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-70583211e1614cd4bf56ff28e0c07f0d
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08513291B2

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