Hydrogen Bromide → 1,2-Dihydroxy-3,5-diformylbenzene

HRID 274454

Reaktionsgleichung

Reaktionsgleichung von HRID 274454
[OH:1][C:2]1[C:9]([O:10]C)=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[CH:12]=[O:13].Br>>[OH:1][C:2]1[C:9]([OH:10])=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[CH:12]=[O:13]

Komponenten

3

Edukt 2

HCID 260Hydrogen BromideHCID 180354-Hydroxy-5-methoxy-1,3-benzenedicarboxaldehyde

Produkt 1

HCID 190698721,2-Dihydroxy-3,5-diformylbenzene

Versuchsvorschrift

5.0 g of 4-hydroxy-5-methoxy-isophthalaldehyde are treated with 50 ml of constant-boiling hydrobromic acid and heated to boiling under reflux and while stirring under an argon atmosphere for 3 hours. After cooling 50 ml of ice-water are added thereto, and the separated precipitate is filtered under suction and washed with water. The crude product is taken up in ethyl acetate and filtered over 50 g of aluminum oxide (activity grade II). The crystalline material obtained is recrystallized from ethyl acetate/n-hexane. There is obtained 4,5-dihydroxyisophthalaldehyde in the form of slightly orange crystals of m.p. 201°-202°.

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux
  3. additionare added
  4. filtrationthe separated precipitate is filtered under suction
  5. washwashed with water
  6. filtrationfiltered over 50 g of aluminum oxide (activity grade II)
  7. customThe crystalline material obtained
  8. customis recrystallized from ethyl acetate/n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-810048db584149f7ae44d04c254980e5
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05389653

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