Dimethylformamide → N-Butyl-N-(heptan-2-YL)aniline

HRID 2258363

Reaktionsgleichung

Reaktionsgleichung von HRID 2258363
[CH3:1][CH:2]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].Br[CH2:16][CH2:17][CH2:18][CH3:19].C(=O)([O-])[O-].[K+].[K+].CN(C=O)C>O>[CH2:16]([N:8]([CH:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[CH2:17][CH2:18][CH3:19]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 8002Butyl bromide2×HCID 11430Potassium CarbonateHCID 11344519N-(2-Heptyl)aniline

Produkt 1

HCID 18000381N-Butyl-N-(heptan-2-YL)anilineAusbeute 44 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of N-(1-methylhexyl)aniline (76 parts), 1-bromobutane (66 parts), anhydrous potassium carbonate (65 parts) and DMF (150 parts) was stirred while heating under reflux for 41 hours. An additional quantity of 1-bromobutane (44 parts) was added and the mixture stirred while heating under reflux for a further 19 hours. The cooled mixture was poured into water (400 parts) and the organic phase separated. The aqueous phase was extracted with toluene, the organic phases and toluene extract were combined and washed with water (2×100 parts) before evaporating to leave N-butyl-N-(1-methylhexyl)aniline (72.8 parts, 44%) which was purified by vacuum distillation to give N-butyl-N-(1-methylhexyl)aniline b.pt 73°-80° C., 2.6 mm Hg.

Aufarbeitung

  1. temperaturewhile heating
  2. temperatureunder reflux for 41 hours
  3. stirringthe mixture stirred
  4. temperaturewhile heating
  5. temperatureunder reflux for a further 19 hours
  6. customthe organic phase separated
  7. extractionThe aqueous phase was extracted with toluene
  8. extractionthe organic phases and toluene extract
  9. washwashed with water (2×100 parts)
  10. custombefore evaporating

Quellen und Nachweise

ORD-Eintrag
ord-a040249228a54e2ab81665f9dd40d44a
Quelldatensatz
uspto-grants-1997_08
Patentnummer
US05660598

Verknüpfte Notizen

Wird geladen…