2-(4-Chloro-phenyl)-N-ethyl-acetamide → [2-(4-Chloro-phenyl)-ethyl]-ethyl-amine hydrochloride

HRID 1866529Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1866529
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([NH:11][CH2:12][CH3:13])=O)=[CH:4][CH:3]=1>O1CCCC1.CO.Cl>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][NH:11][CH2:12][CH3:13])=[CH:6][CH:7]=1

Komponenten

5

Edukt 1

HCID 44191372-(4-Chloro-phenyl)-N-ethyl-acetamide

Produkt 1

HCID 69026677[2-(4-Chloro-phenyl)-ethyl]-ethyl-amine hydrochlorideAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 313Hydrochloric AcidLösungsmittelHCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 2-(4-chloro-phenyl)-N-ethyl-acetamide (preparation 80), (437 mg, 2.22 mmol) and borane tetrahydrofuran complex (1M, 8.88 mL, 8.88 mmol) in tetrahydrofuran was heated under reflux for 18 hours. The cooled reaction mixture was then diluted with methanol (5 mL) and 12M hydrochloric acid (2 mL) and the re-heated to reflux for a further hour. The mixture was cooled to room temperature and concentrated in vacuo. Trituration of the residue with ethyl acetate afforded the title compound as a colourless solid in 99% yield, 403 mg.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 18 hours
  3. customThe cooled reaction mixture
  4. temperaturethe re-heated
  5. temperatureto reflux for a further hour
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9498db197f2140f3872caad7c4f9cd19
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07629358B2

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