Ethanol → 3-(2,6-Dimethylphenylamino)-2-butanone

HRID 46574

Reaktionsgleichung

Reaktionsgleichung von HRID 46574
C[N:2](C)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5]C=1.Br[CH:11]([CH3:15])[C:12](=[O:14])[CH3:13].[C:16](=O)(O)[O-].[Na+].[CH2:21](O)[CH3:22]>ClCCl>[CH3:16][C:8]1[CH:7]=[CH:6][CH:5]=[C:21]([CH3:22])[C:3]=1[NH:2][CH:11]([CH3:15])[C:12](=[O:14])[CH3:13]

Komponenten

6

Edukt 4

HCID 702EthanolHCID 949N,N-DimethylanilineHCID 131422-Butanone, 3-bromo-HCID 516892Sodium Bicarbonate

Produkt 1

HCID 124914753-(2,6-Dimethylphenylamino)-2-butanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 121 g (1 mol) dimethylaniline, 149 g (1 mol) 3-bromo-2-butanone and 126 g (1.5 mol) sodium bicarbonate in 500 ml ethanol was stirred at 60°-70° C. for about 18 hours. The reaction mixture was filtered and the filtrate evaporated under reduced pressure to give an oil. The oil was taken up in dichloromethane, dried over magnesium sulfate, treated with silica, filtered and evaporated under reduced pressure to give 174.8 g of 3-(2,6-dimethylphenylamino)-2-butanone as a light amber oil. The infrared spectrum of the product showed strong carbonyl absorption at 5.8 microns.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate evaporated under reduced pressure
  3. customto give an oil
  4. dry with materialdried over magnesium sulfate
  5. additiontreated with silica
  6. filtrationfiltered
  7. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-55fe877fc0b649889e8d08545b4a3111
Quelldatensatz
uspto-grants-1979_11
Patentnummer
US04174210

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