Hydrochloric Acid → 2-Hydroxy-4,5-dimethoxybenzoic acid

HRID 508390

Reaktionsgleichung

Reaktionsgleichung von HRID 508390
O.Br[C:3]1[CH:11]=[C:10]([O:12][CH3:13])[C:9]([O:14][CH3:15])=[CH:8][C:4]=1[C:5]([OH:7])=[O:6].C(=O)([O-])[O-:17].[Na+].[Na+].Cl>S([O-])([O-])(=O)=O.[Cu+2].O.O.O.O.O.S([O-])([O-])(=O)=O.[Cu+2].N1C=CC=CC=1>[OH:17][C:3]1[CH:11]=[C:10]([O:12][CH3:13])[C:9]([O:14][CH3:15])=[CH:8][C:4]=1[C:5]([OH:7])=[O:6]

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 962Water2×HCID 10340Sodium CarbonateHCID 2229632-Bromo-4,5-dimethoxybenzoic acid

Produkt 1

HCID 115646502-Hydroxy-4,5-dimethoxybenzoic acidAusbeute 99,3 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 24462Copper SulfateKatalysatorHCID 24463Copper sulfate pentahydrateKatalysatorHCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Water (80 mL) was added to the crude crystals of 2-bromo-4,5-dimethoxybenzoic acid produced in Example 1 (20.0 g) and sodium carbonate (10.1 g). The resultant mixture was stirred under heating at 80° C., and a copper sulfate solution prepared from copper sulfate pentahydrate (1.91 g), water (20 mL), and pyridine (3.1 mL) was added to the mixture. The resultant mixture was further heated and stirred at 90 to 100° C. for one hour. The mixture was cooled to 50° C., and concentrated hydrochloric acid (16.0 g) was added dropwise thereto. After cooling of the mixture, the precipitated crystals were filtrated, and then dried under reduced pressure, to thereby produce crude crystals of 2-hydroxy-4,5-dimethoxybenzoic acid (15.08 g) (yield: 99.3%).

Aufarbeitung

  1. additionwas added to the mixture
  2. temperatureThe mixture was cooled to 50° C.
  3. temperatureAfter cooling of the mixture
  4. filtrationthe precipitated crystals were filtrated
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a7cb3dd4c9b4463dafab59d1590e826e
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09096511B2

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