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Acetanilide → HCID 21998426, Verbindung

HRID 1976520
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1976520
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=O)[CH3:2].[C:11](=[O:14])([O-])[O-:12].[K+].[K+].[OH-].[K+]>S([O-])([O-])(=O)=O.[Cu+2].CO>[CH2:11]1[O:14][C:6]2[CH:5]=[CH:10][C:1]([NH:4][C:5]3[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=3)=[CH:2][C:7]=2[O:12]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 904AcetanilideHCID 11430Potassium CarbonateHCID 14797Potassium Hydroxide

Produkt 1

HCID 21998426HCID 21998426, VerbindungAusbeute 167,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24462Copper SulfateKatalysatorHCID 887
Methanol
Lösungsmittel

Versuchsvorschrift

A mixture of 90 g (0.448 mol) of 3,4-bromomethylenedioxybenzene, 50 g (0.37 mol) of acetanilide, 12 g (0.075 mol) of copper sulfate, and 80 g (0.579 mol) of potassium carbonate was reacted in the same manner as in Example 5 (2) to obtain a crude reaction product. A mixture of this crude product, 121.4 g (1.84 mol) of 85% KOH, and 200 ml of methanol was refluxed overnight and then concentrated. Water was added thereto. The resultant mixture was extracted with toluene twice. The toluene phase was washed with water three times, dried, and then concentrated. The residue was distilled under vacuum to obtain 65.91 g of N-3,4-methylenedioxyphenyl-N-phenylamine.

Aufarbeitung

  1. customto obtain a crude
  2. customreaction product
  3. temperaturewas refluxed overnight
  4. concentrationconcentrated
  5. additionWater was added
  6. extractionThe resultant mixture was extracted with toluene twice
  7. washThe toluene phase was washed with water three times
  8. customdried
  9. concentrationconcentrated
  10. distillationThe residue was distilled under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-98fe596881c64463b5ab0a7d67c397a3
Quelldatensatz
uspto-grants-2001_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06228547B1

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