Dicyclopentadiene → 4-(Cyclopent-2-en-1-yl)-6-methylbenzene-1,3-diamine

HRID 231361

Reaktionsgleichung

Reaktionsgleichung von HRID 231361
[C:1]1([CH3:9])[C:2]([NH2:8])=[CH:3][C:4]([NH2:7])=[CH:5][CH:6]=1.C1C2C3C=CC(C2C=C1)C3.[CH3:20][CH2:21][CH2:22][CH2:23][CH3:24]>>[CH:22]1([C:5]2[CH:6]=[C:1]([CH3:9])[C:2]([NH2:8])=[CH:3][C:4]=2[NH2:7])[CH2:23][CH2:24][CH:20]=[CH:21]1

Komponenten

4

Reaktionsbedingungen

Temperatur
205 °C

Versuchsvorschrift

A 200g (1.64 mol) portion of 2,4-toluenediamine, 162g (1.23 mol, 2,45 equiv) of dicyclopentadiene, 200g (2.78 mol) of pentane, and 20.0g of an amorphous alumina-silica catalyst comprised of 13% alumina and 87% silica were charged to a 1000cc pressure vessel equipped with a mechanical stirrer. The vessel was sealed and purged with nitrogen leaving a 32 psig nitrogen blanket. The vessel contents were heated to 205° C. with stirring and were maintained at that temperature for 22 hours. The contents were cooled to 150° C. and isolated catalyst free by hot filtration. Selective removal of residual hydrocarbons by vacuum distillation and analysis by gas chromatography (GC) provides the following product mixture.

Aufarbeitung

  1. additionwere charged to a 1000cc pressure vessel
  2. customequipped with a mechanical stirrer
  3. customThe vessel was sealed
  4. custompurged with nitrogen leaving a 32 psig nitrogen blanket
  5. temperaturewere maintained at that temperature for 22 hours
  6. temperatureThe contents were cooled to 150° C.
  7. customisolated catalyst
  8. filtrationfree by hot filtration
  9. customremoval of residual hydrocarbons
  10. distillationby vacuum distillation and analysis by gas chromatography (GC)
  11. customprovides the following product mixture

Quellen und Nachweise

ORD-Eintrag
ord-f9d2888bf0c343fc99e299bc562e2391
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04845291

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