N-Methylbenzeneethanamine → N-methyl-N-phenethyl-2-bromoacetamide

HRID 129678

Reaktionsgleichung

Reaktionsgleichung von HRID 129678
[Br:1][CH2:2][C:3](Cl)=[O:4].[CH3:6][NH:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(Cl)Cl>[CH3:6][N:7]([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:3](=[O:4])[CH2:2][Br:1]

Komponenten

4

Edukt 2

HCID 11503N-MethylbenzeneethanamineHCID 89602Bromoacetyl chloride

Produkt 1

HCID 10753531N-methyl-N-phenethyl-2-bromoacetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
-25 °C

Versuchsvorschrift

To a solution of 27.07 g (171.95 mmol) of bromoacetyl chloride in 100 ml of methylene chloride, cooled to -25° C. by means of an external cooling bath, is added dropwise a solution of 46.5 g (343.9 mmol) of N-methyl-N-phenethyl amine in 50 ml of methylene chloride over a period of 11/2 hours. The reaction mixture is stirred at -25° C. for additional 15 minutes and then allowed to equilibrate to room temperature. The reaction mixture is then partitioned between methylene chloride and water. The organic layer is washed with 1N aqueous HCl solution and water, dried over magnesium sulfate and concentrated in vacuo to give N-methyl-N-phenethyl-2-bromoacetamide which is used directly in the next step.

Aufarbeitung

  1. customto equilibrate to room temperature
  2. customThe reaction mixture is then partitioned between methylene chloride and water
  3. washThe organic layer is washed with 1N aqueous HCl solution and water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-51a646d0e6b44ea480daff1cf989f545
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05468898

Verknüpfte Notizen

Wird geladen…