Bromine → N-[4-(2-Bromoacetyl)Phenyl]Acetamide

HRID 32470

Reaktionsgleichung

Reaktionsgleichung von HRID 32470
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:13])[CH3:12])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[Br:14]Br>C(O)(=O)C>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:13])[CH2:12][Br:14])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 24408BromineHCID 75937N-(p-acetylphenyl)acetamide

Produkt 1

HCID 12364739N-[4-(2-Bromoacetyl)Phenyl]AcetamideAusbeute 76,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
52 °C

Versuchsvorschrift

To a suspension of 4′-acetamido-acetophenone 2 (21.84 g, 123 mmol) in acetic acid (184 mL), bromine (6.5 mL, 127 mmol) was added. The mixture was heated (inner temp: 52° C., oil bath temp: 60˜65° C.) with vigorous stirring until the suspension make a clear solution. The heating bath was rapidly removed, and the mixture was stirred at room temperature for 15 min and then stirred in an ice-water bath for 2 h(inner temp. 50° C.˜20° C.). The precipitation was filtrated, washed with 30% EtOH in water, and dried under reduced pressure to give 3 as a pale brown solid (24.0 g, 75% yield): MS(ES) m/e 257 [M+H].

Aufarbeitung

  1. additionwas added
  2. customThe heating bath was rapidly removed
  3. stirringthe mixture was stirred at room temperature for 15 min
  4. stirringstirred in an ice-water bath for 2 h(inner temp. 50° C.˜20° C.)
  5. customThe precipitation
  6. filtrationwas filtrated
  7. washwashed with 30% EtOH in water
  8. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f7f1377e5f9049a0a2fee1bedba4718b
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07427623B2

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