Chloroacetyl chloride → N-[1-(3-Bromophenyl)-2-hydroxy-1-methylethyl]-2-chloroacetamide

HRID 81513Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 81513
[Cl:1][CH2:2][C:3](Cl)=[O:4].[NH2:6][C:7]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([Br:17])[CH:12]=1)([CH3:10])[CH2:8][OH:9].C([O-])([O-])=O.[K+].[K+]>ClCCl>[Br:17][C:13]1[CH:12]=[C:11]([C:7]([NH:6][C:3](=[O:4])[CH2:2][Cl:1])([CH3:10])[CH2:8][OH:9])[CH:16]=[CH:15][CH:14]=1

Komponenten

5

Edukt 3

HCID 6577Chloroacetyl chlorideHCID 11430Potassium CarbonateHCID 532566942-Amino-2-(3-bromophenyl)propan-1-ol

Produkt 1

HCID 58155284N-[1-(3-Bromophenyl)-2-hydroxy-1-methylethyl]-2-chloroacetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2-Chloroacetyl chloride (2.24 g, 19.8 mmol) was added dropwise at 0° C. to a suspension of 2-amino-2-(3-bromo-phenyl)-propan-1-ol (3.8 g, 16.5 mmol), K2CO3 (4.55 g, 33 mmol) and dichloromethane (40 ml). The mixture was allowed to warm to room temperature over a period of approximately 3 h, washed with 1N hydrochloric acid and brine, dried with Na2SO4 and evaporated in vacuo to yield the crude title compound. 1H-NMR (400 MHz, CDCl3): 7.43 (m, 2H), 7.23 (m, 2H), 4.10-4.03 (m, 4H), 1.71 (s, 3H).

Aufarbeitung

  1. washwashed with 1N hydrochloric acid and brine
  2. dry with materialdried with Na2SO4
  3. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-28644f01fcf4428dac4e34954b37c453
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846658B2

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