Water → N-(4-bromo-2-ethylphenyl)acetamide

HRID 72287

Reaktionsgleichung

Reaktionsgleichung von HRID 72287
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH2:9][CH3:10])[CH:3]=1.C(N(CC)CC)C.[C:18](Cl)(=[O:20])[CH3:19].O>ClCCl>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:18](=[O:20])[CH3:19])=[C:4]([CH2:9][CH3:10])[CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 28012834-Bromo-2-ethylaniline

Produkt 1

HCID 2735223N-(4-bromo-2-ethylphenyl)acetamideAusbeute 66,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4-bromo-2-ethylaniline (50 g, 0.25 mol) in dichloromethane (250 ml) is added triethylamine (63.24 g, 0.62 mol) and the mixture is stirred at room temperature for 30 minutes. The reaction mixture is cooled to 0° C. and acetyl chloride (39.25 g, 0.5 mol) is added dropwise. The reaction mixture is stirred at 25-30° C. for 60 minutes, then poured into water, and the two phases separated. The organic phase is washed with water, dried over anhydrous sodium sulfate, filtered and the filtrate is evaporated under reduced pressure to yield N-(4-bromo-2-ethylphenyl)acetamide (40 g).

Aufarbeitung

  1. temperatureThe reaction mixture is cooled to 0° C.
  2. stirringThe reaction mixture is stirred at 25-30° C. for 60 minutes
  3. customthe two phases separated
  4. washThe organic phase is washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customthe filtrate is evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e2a9b5b2b9234194b9d11bee1e03abde
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08828908B2

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