Succinic anhydride → HCID 14234801, Verbindung

HRID 1614030

Reaktionsgleichung

Reaktionsgleichung von HRID 1614030
[CH3:1][C:2]1([CH3:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH3:12])([CH3:11])[CH:3]1[CH3:13].[C:15]1(=[O:21])[O:20][C:18](=[O:19])[CH2:17][CH2:16]1.[Cl-].[Al+3].[Cl-].[Cl-]>ClCCCl>[CH3:11][C:4]1([CH3:12])[C:5]2[C:10](=[CH:9][C:8]([C:15](=[O:21])[CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[CH:7][CH:6]=2)[C:2]([CH3:14])([CH3:1])[CH:3]1[CH3:13]

Komponenten

5

Edukt 3

HCID 7922Succinic anhydrideHCID 145491,1,2,3,3-PentamethylindanHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 14234801HCID 14234801, VerbindungAusbeute 41,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

To a solution of 11 g of 1,1,2,3,3-pentamethyl indane (0.058 mole) and 7 g of succinic anhydride (0.07 mole) in 100 cm3 of anhydrous 1,2-dichloroethane, stirred at 0° C, there are added, by small portions, 9.4 g of aluminum chloride in a manner such that the temperature remains lower than 30° C. The reaction mixture is stirred for 3 hours at ambient temperature and then poured into 250 cm3 of ice water. The organic phase is decanted and the aqueous phase is extracted twice with 1,2-dichloroethane. The organic phases are combined, washed with water and dried on magnesium sulfate. The solvent is evaporated under reduced pressure and the resulting product is crystallized in isopropyl ether. 7 g of 4-(1,1,2,3,3-pentamethyl-5-indanyl)-4-oxo butyric acid in the form of white crystals whose melting point is 161° C. are obtained.

Aufarbeitung

  1. customremains lower than 30° C
  2. customThe organic phase is decanted
  3. extractionthe aqueous phase is extracted twice with 1,2-dichloroethane
  4. washwashed with water
  5. customdried on magnesium sulfate
  6. customThe solvent is evaporated under reduced pressure
  7. customthe resulting product is crystallized in isopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-2fb428991b964f1482c89dff5f53c9e6
Quelldatensatz
uspto-grants-1993_03
Patentnummer
US05194663

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