p-Toluenesulfonic acid → N-(2-Heptyl)aniline

HRID 361267

Reaktionsgleichung

Reaktionsgleichung von HRID 361267
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:8][C:9](=O)[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].C1(C)C=CC(S(O)(=O)=O)=CC=1.[H][H]>[Pd].C(OCC)(=O)C>[CH3:8][CH:9]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Komponenten

7

Edukt 4

HCID 6101p-Toluenesulfonic acidHCID 6115AnilineHCID 80512-HeptanoneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 11344519N-(2-Heptyl)anilineAusbeute 37 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of aniline (100 parts), 2-heptanone (220 parts), 4-toluene sulphonic acid (6 parts) and 3% palladium on carbon (5 parts) in a 1 litre autoclave was charged with hydrogen to a pressure of 80 atmospheres and heated at 150° C. for 40 hours. The cooled reaction mixture was diluted with ethyl acetate, filtered, washed with 1N-hydrochloric acid (6×200 parts) and water (2×200 parts), the ethyl acetate was separated and dried (MgSO4) before evaporating to leave N-(1-methylhexyl)aniline (76 parts, 37%).

Aufarbeitung

  1. customThe cooled reaction mixture
  2. filtrationfiltered
  3. washwashed with 1N-hydrochloric acid (6×200 parts) and water (2×200 parts)
  4. customthe ethyl acetate was separated
  5. dry with materialdried (MgSO4)
  6. custombefore evaporating

Quellen und Nachweise

ORD-Eintrag
ord-d5b945f5d57b45dab6beabdeded44bab
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05865857

Verknüpfte Notizen

Wird geladen…