2,5-Dimethoxybenzoic acid → 5-Hydroxy-2-methoxybenzoic acid

HRID 446275

Reaktionsgleichung

Reaktionsgleichung von HRID 446275
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([O:12]C)=[CH:8][C:4]=1[C:5]([OH:7])=[O:6]>S(=O)(=O)(O)O>[OH:12][C:9]1[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[C:4]([CH:8]=1)[C:5]([OH:7])=[O:6]

Komponenten

3

Edukt 1

HCID 760272,5-Dimethoxybenzoic acid

Produkt 1

HCID 184646075-Hydroxy-2-methoxybenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

A solution of 2,5-dimethoxybenzoic acid (10.0 g, 54.9 mmol) in 55 mL concentrated sulfuric acid was heated to 55 deg. C. for 48 h. The reaction was then poured into ice. A precipitate formed, and the mixture was allowed to stand overnight. The resulting crystals were collected by filtration and dried in vacuo. The material was further purified by silica gel chromatography to give 5-hydroxy-2-methoxybenzoic acid as a white solid. MS m/z=169.0 [M+1]+. Calc'd for C8H8O4: 168.15.

Aufarbeitung

  1. additionThe reaction was then poured into ice
  2. customA precipitate formed
  3. waitto stand overnight
  4. filtrationThe resulting crystals were collected by filtration
  5. customdried in vacuo
  6. customThe material was further purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-32f3ba746ca24d6a953da6c7c2b7a84f
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476434B2

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