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Bisphenol A → 2,2-Bis[4-(3-nitrophenoxy)phenyl]propane

HRID 231618
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 231618
O[C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[N+]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([N+:27]([O-:29])=[O:28])[CH:22]=1)([O-])=O.[C:30](=[O:33])([O-])[O-].[K+].[K+]>CN(C)C=O>[N+:27]([C:23]1[CH:22]=[C:21]([CH:26]=[CH:25][CH:24]=1)[O:17][C:14]1[CH:15]=[CH:16][C:11]([C:8]([C:5]2[CH:6]=[CH:7][C:2]([O:33][C:30]3[CH:26]=[CH:21][CH:22]=[C:23]([N+:27]([O-:29])=[O:28])[CH:24]=3)=[CH:3][CH:4]=2)([CH3:10])[CH3:9])=[CH:12][CH:13]=1)([O-:29])=[O:28]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 6623Bisphenol AHCID 74521,3-DinitrobenzeneHCID 11430Potassium Carbonate

Produkt 1

HCID 22460842,2-Bis[4-(3-nitrophenoxy)phenyl]propaneAusbeute 93,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

A 1 liter glass reaction vessel was charged with 85.6 grams (0.375 mol) of 2,2-bis(4-hydroxyphenyl)propane, 151.2 grams (0.9 mol) of m-dinitrobenzene, 124.6 grams of potassium carbonate and 660 ml of N,N-dimethylformamide. The mixture was reacted for 10 hours at a temperature of 145°-150° C. After completing the reaction, the resultant mixture was cooled and filtered to remove potassium nitrite. The solvent was distilled off from the filtrate under reduced pressure. The residue was cooled to 65° C., added with 450 ml of methanol and stirred for an hour. The resulted crystals were filtered, washed with water, washed with methanol, and dried to obtain 164.8 grams (93.5% yield) of 2,2-bis[4-(3-nitrophenoxy)phenyl]propane as yellow brown crystals.

Aufarbeitung

  1. customThe mixture was reacted for 10 hours at a temperature of 145°-150° C
  2. customthe reaction
  3. filtrationfiltered
  4. customto remove potassium nitrite
  5. distillationThe solvent was distilled off from the filtrate under reduced pressure
  6. additionadded with 450 ml of methanol
  7. filtrationThe resulted crystals were filtered
  8. washwashed with water
  9. washwashed with methanol
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-6ec9bfb87cb4492aaf86407e8c3c5744
Quelldatensatz
uspto-grants-1989_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04847311

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