Phenethylamine → 2-Chloro-N-phenethyl-acetamide

HRID 1045645Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1045645
[Cl:1][CH2:2][C:3](Cl)=[O:4].[C:6]1([CH2:12][CH2:13][NH2:14])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.C(=O)(O)[O-].[Na+]>ClCCl>[Cl:1][CH2:2][C:3]([NH:14][CH2:13][CH2:12][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4]

Komponenten

5

Edukt 3

HCID 1001PhenethylamineHCID 6577Chloroacetyl chlorideHCID 516892Sodium Bicarbonate

Produkt 1

HCID 949212-Chloro-N-phenethyl-acetamideAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Chloroacetylchloride (13.55 g, 120 mmol) was dropped into a solution of 2-phenylethylamine (12.12 g, 100 mmol), sodium bicarbonate (10.6 g, 126 mmol) in dichloromethane (100 ml) under ice cooling and the mixture was stirred for 2 hours. After addition of ice-water, the organic layer was separated and washed with 1N hydrochloric acid and brine. The solvents were removed under reduced pressure and the residue was recrystallized from mixture of water (20 ml) and methanol (30 ml) to afford 2-chloro-N-phenethyl-acetamide (18.33 g, 93%).

Aufarbeitung

  1. customthe organic layer was separated
  2. washwashed with 1N hydrochloric acid and brine
  3. customThe solvents were removed under reduced pressure
  4. customthe residue was recrystallized from mixture of water (20 ml) and methanol (30 ml)

Quellen und Nachweise

ORD-Eintrag
ord-cdd68044ea2b476f86677bb84ebdeb8d
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08569294B2

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