Hydroquinone → Hydroquinone di(4-isopropoxy benzoate)

HRID 1729523

Reaktionsgleichung

Reaktionsgleichung von HRID 1729523
[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9](Cl)=[O:10])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[C:14]1([CH:21]=[CH:20][C:18]([OH:19])=[CH:17][CH:16]=1)[OH:15]>C(Cl)Cl.N1C=CC=CC=1>[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:15])=[O:10])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:15])=[O:10])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[C:14]1([CH:21]=[CH:20][C:18]([OH:19])=[CH:17][CH:16]=1)[OH:15]

Komponenten

5

Edukt 2

HCID 785HydroquinoneHCID 27244654-Isopropoxybenzoyl chloride

Produkt 1

HCID 67743037Hydroquinone di(4-isopropoxy benzoate)Ausbeute 217,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred mixture of 4-isopropoxy benzoyl chloride (15 mmol, 2.97 g) and hydroquinone (7.5 mmol, 0,825 g) in CH2Cl2 (50 ml), pyridine (2 ml) was added in 15 minutes. After stirring for 1 hour, the mixture was extracted with water, 10% HCl and water (100 ml each). Then the solvent was evaporated and the remaining solid recrystallized from ethanol/CH2Cl2 (70/30), giving 2.56 g of the product (yield 79%, melting point (mp) 195° C.).

Aufarbeitung

  1. additionwas added in 15 minutes
  2. extractionthe mixture was extracted with water, 10% HCl and water (100 ml each)
  3. customThen the solvent was evaporated
  4. customthe remaining solid recrystallized from ethanol/CH2Cl2 (70/30)

Quellen und Nachweise

ORD-Eintrag
ord-6ca677d6dd8e4e9fa22c792d2e081b39
Quelldatensatz
uspto-grants-1994_07
Patentnummer
US05332858

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