Water → 2,3-Dichloro-4,5-dihydroxybenzaldehyde

HRID 1074186

Reaktionsgleichung

Reaktionsgleichung von HRID 1074186
B(Br)(Br)Br.[Cl:5][C:6]1[C:13]([Cl:14])=[C:12]([O:15]C)[C:11]([O:17]C)=[CH:10][C:7]=1[CH:8]=[O:9].O>C(Cl)Cl>[Cl:5][C:6]1[C:13]([Cl:14])=[C:12]([OH:15])[C:11]([OH:17])=[CH:10][C:7]=1[CH:8]=[O:9]

Komponenten

5

Edukt 3

HCID 962WaterHCID 25134Boron tribromideHCID 147486342,3-Dichloro-4,5-dimethoxybenzaldehyde

Produkt 1

HCID 147486362,3-Dichloro-4,5-dihydroxybenzaldehydeAusbeute 91,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 2.51 g of boron tribromide in methylene chloride is added to dropwise to a solution of 0.47 g of 2,3-dichloro-4,5-dimethoxybenzaldehyde in methylene chloride at -50° to -60° C. and the mixture is stirred at -50° C. to room temperature for 1 hour. The reaction mixture is poured into water and the aqueous mixture is extracted with ethyl acetate. The extract is evaporated to remove solvent. Methanol and 10% hydrochloric acid are added to the residue and the mixture is stirred at room temperature for 1 hour. To the reaction mixture are added water, and the mixture is extracted with ethyl acetate. The extract is washed with water, dried and evaporated to remove solvent. The residue is washed with n-hexane and dried to give 0.38 g of 2,3-dichloro-4,5-dihydroxybenzaldehyde.

Aufarbeitung

  1. extractionthe aqueous mixture is extracted with ethyl acetate
  2. customThe extract is evaporated
  3. customto remove solvent
  4. additionMethanol and 10% hydrochloric acid are added to the residue
  5. stirringthe mixture is stirred at room temperature for 1 hour
  6. additionTo the reaction mixture are added water
  7. extractionthe mixture is extracted with ethyl acetate
  8. washThe extract is washed with water
  9. customdried
  10. customevaporated
  11. customto remove solvent
  12. washThe residue is washed with n-hexane
  13. customdried

Quellen und Nachweise

ORD-Eintrag
ord-608913d6f05d4ee0ba42ff4c3a38b503
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04973600

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