Aniline → N,N-Di(6-hydroxyhexyl)aniline

HRID 414437

Reaktionsgleichung

Reaktionsgleichung von HRID 414437
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8](=[O:11])([O-])[O-].[K+].[K+].Cl[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21]>>[OH:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][N:1]([CH2:4][CH2:3][CH2:2][CH2:7][CH2:6][CH2:8][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 3

HCID 6115AnilineHCID 11430Potassium CarbonateHCID 748286-Chloro-1-hexanol

Produkt 1

HCID 21982671N,N-Di(6-hydroxyhexyl)anilineAusbeute 127 %

Versuchsvorschrift

A mixture of freshly distilled aniline (93 g, 1.10 mol), potassium carbonate (304 g, 2.2 mol), 6-chloro-1-hexanol (300.0 g, 2.2 mol), and 500 mL of η-butanol was heated at reflux for 82 hours under nitrogen with vigorous stirring. After cooling and filtering, the butanol was evaporated at reduced pressure to leave a tan oil. The oil was fractionally distilled in vacuo, yielding 205 g (70%) of the title compound as a colorless oil, bp 195°-225° C. (0.15 nm).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 82 hours under nitrogen with vigorous stirring
  3. temperatureAfter cooling
  4. filtrationfiltering
  5. customthe butanol was evaporated at reduced pressure
  6. customto leave a tan oil
  7. distillationThe oil was fractionally distilled in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f6dca47b9d6843ab8a95e443433ac928
Quelldatensatz
uspto-grants-1988_12
Patentnummer
US04792208

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