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

HRID 1467391

Reaktionsgleichung

Reaktionsgleichung von HRID 1467391
C[O:2][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].[Al](Cl)(Cl)Cl.O.O.O.O.O.O.[Na+].[Br-].Cl>CN(C)C=O.O>[OH:2][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

7

Edukt 4

HCID 313Hydrochloric AcidHCID 102762,4,5-Trimethoxybenzoic acidHCID 24564Aluminum chloride, hexahydrateHCID 253881Sodium Bromide

Produkt 1

HCID 115646502-Hydroxy-4,5-dimethoxybenzoic acidAusbeute 73,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

In 11 mL of dimethylformamide (DMF) were suspended 2.12 g of compound (1a), 4.82 g of AlCl3.6H2O, and 2.06 g of NaBr in a stream of argon, which was then heat stirred at 100° C. for 5 hours. The reaction mixture was allowed to stand to cool, to which 10.4 g of 35% hydrochloric acid was then added dropwise before adding 11 mL of water, followed by heat stirring at 70° C. for one hour. The precipitated crystal was collected by filtration and washed with water. The resultant crystal was dried under reduced pressure at 60° C. to provide 1.45 g of compound (2a) at a yield of 73%.

Aufarbeitung

  1. temperaturewas then heat
  2. additionwas then added dropwise
  3. temperatureby heat
  4. stirringstirring at 70° C. for one hour
  5. filtrationThe precipitated crystal was collected by filtration
  6. washwashed with water
  7. customThe resultant crystal was dried under reduced pressure at 60° C.

Quellen und Nachweise

ORD-Eintrag
ord-1e971b4f1218433b8079a4818d4f5549
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09000163B2

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