Hydrochloric Acid → 2,5-Bis(4-(3,5,5-trimethylhexyl)benzoyl)terephthalic acid

HRID 488971

Reaktionsgleichung

Reaktionsgleichung von HRID 488971
[Cl-].[Al+3].[Cl-].[Cl-].[CH:5]1[C:10]2[C:11]([O:13][C:14](=[O:15])[C:9]=2[CH:8]=[C:7]2[C:16]([O:18][C:19](=[O:20])[C:6]=12)=[O:17])=[O:12].[CH3:21][CH:22]([CH2:31][C:32]([CH3:35])([CH3:34])[CH3:33])[CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C(N(CC)[CH:40]([CH3:42])[CH3:41])(C)C.Cl>CCCCCCC.C(OCC)(=O)C.ClCCCl>[CH3:21][CH:22]([CH2:31][C:32]([CH3:34])([CH3:33])[CH3:35])[CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([C:19]([C:6]2[CH:5]=[C:10]([C:11]([OH:13])=[O:12])[C:9]([C:14](=[O:15])[C:28]3[CH:27]=[CH:26][C:25]([CH2:24][CH2:23][CH:40]([CH3:41])[CH2:42][C:32]([CH3:31])([CH3:34])[CH3:33])=[CH:30][CH:29]=3)=[CH:8][C:7]=2[C:16]([OH:18])=[O:17])=[O:20])=[CH:27][CH:26]=1

Komponenten

9

Edukt 5

HCID 313Hydrochloric AcidHCID 6966Pyromellitic dianhydrideHCID 81531DiisopropylethylamineHCID 6451240Aluminum(III) ChlorideHCID 222694403,5,5-Trimethylhexylbenzene

Produkt 1

HCID 222694372,5-Bis(4-(3,5,5-trimethylhexyl)benzoyl)terephthalic acid

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 111,2-DichloroethaneLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittelHCID 8900HeptaneLösungsmittel

Reaktionsbedingungen

Temperatur
15 °C

Versuchsvorschrift

A mixture of 694.76 grams of aluminum chloride, 270.6 grams of benzene-1,2,4,5-tetracarboxylic acid dianhydride (pyromellitic dianhydride), and 1722.0 grams of 1,2-dichloroethane was stirred at 15° C. A mixture of 507.04 grams of (3,5,5-trimethylhexyl)benzene, 173.17 grams of N,N-diisopropylethylamine and 676.4 mL of 1,2-dichloroethane was added to the reaction over a period of 3.5 hours keeping the reaction temperature between 15° C. and 20° C. The mixture was allowed to stir overnight at room temperature and then added to 1200 g of ice and 1200 mL concentrated hydrochloric acid and stirred for 3 hours. The mixture was extracted with ethyl acetate and the ethyl acetate was washed several times with water. The organic phase was dried with magnesium sulfate and stripped to give a clear thick yellow slurry. To this was added 200 mL ethyl acetate followed by 600 mL of heptane and stirred for 15 minutes. The solid was collected by filtration to give 2,5-bis(4-(3,5,5-trimethylhexyl)benzoyl)terephthalic acid.

Aufarbeitung

  1. additionwas added to the reaction over a period of 3.5 hours
  2. customthe reaction temperature between 15° C. and 20° C
  3. stirringto stir overnight at room temperature
  4. stirringstirred for 3 hours
  5. extractionThe mixture was extracted with ethyl acetate
  6. washthe ethyl acetate was washed several times with water
  7. dry with materialThe organic phase was dried with magnesium sulfate
  8. customto give a clear thick yellow slurry
  9. stirringstirred for 15 minutes
  10. filtrationThe solid was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-e88fd6884e6c48ffba76e3a261346b6f
Quelldatensatz
uspto-grants-2005_12
Patentnummer
US06974877B2

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