Sulfuric Acid → 2,5-Dibromobenzene-1,4-dicarbaldehyde

HRID 542397Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 542397
[Br:1][C:2]1[CH:7]=[C:6]([CH:8](OC(=O)C)[O:9]C(=O)C)[C:5]([Br:17])=[CH:4][C:3]=1[CH:18](OC(=O)C)[O:19]C(=O)C.S(=O)(=O)(O)O>C(O)C.O>[Br:1][C:2]1[CH:7]=[C:6]([CH:8]=[O:9])[C:5]([Br:17])=[CH:4][C:3]=1[CH:18]=[O:19]

Komponenten

5

Edukt 2

HCID 1118Sulfuric AcidHCID 13930751HCID 13930751, Verbindung

Produkt 1

HCID 123535442,5-Dibromobenzene-1,4-dicarbaldehydeAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
-10 °C

Versuchsvorschrift

Unpurified 2,5-dibromo-α,α,α',α'-tetraacetoxy-1,4-xylene (60.5 g, 0.122 mole) was dissolved with stirring in three liters of hot ethanol. Then 450 ml of water was added followed by 75 ml of concentrated sulfuric acid which was added very slowly. After being allowed to reflux for an hour, the reaction mixture was diluted with 900 ml of hot water. Cooling overnight at -10° C. resulted in the recrystallization of 30.9 g (87% yield) of 2,5-dibromoterephthalaldehyde, mp 184°-189° C. (lit 189°-190.5° C.) which was isolated by filtration.

Aufarbeitung

  1. additionwas added very slowly
  2. temperatureto reflux for an hour

Quellen und Nachweise

ORD-Eintrag
ord-424ff23d03974d0b844e8461c5e2f47e
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04657708

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