Methanol → Methyl 2,3,4-trimethoxybenzoate

HRID 1156020

Reaktionsgleichung

Reaktionsgleichung von HRID 1156020
[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[C:10]([O:14][CH3:15])[CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6].[CH3:16]O>S(=O)(=O)(O)O>[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[C:10]([O:14][CH3:15])[CH:9]=[CH:8][C:4]=1[C:5]([O:7][CH3:16])=[O:6]

Komponenten

4

Edukt 2

HCID 887MethanolHCID 113082,3,4-Trimethoxybenzoic acid

Produkt 1

HCID 13940801Methyl 2,3,4-trimethoxybenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

To a solution of 2,3,4-trimethoxybenzoic acid (25 g) in dry methanol (250 ml), concentrated sulfuric acid (2.4 ml) was added. The reaction solution was refluxed for 20 hr, concentrated to half its volume by evaporation, and poured into a mixture of ice and water. The solution was extracted with methylene chloride and the organic extract was washed with cold aqueous sodium carbonate solution and water, dried over sodium sulfate and evaporated to give 25.4 g of 2,3,4-trimethoxybenzoic acid, methyl ester: ir (CHCl3) 1720 cm-1 ; and nmr (CDCl3) δ 3.85 (s, 3H), 3.87 (s, 3H), 3.92 (s, 6H), 6.65 (d, 1H) and 7.55 (d, 1H).

Aufarbeitung

  1. temperatureThe reaction solution was refluxed for 20 hr
  2. concentrationconcentrated to half its volume by evaporation
  3. additionpoured into a mixture of ice and water
  4. extractionThe solution was extracted with methylene chloride
  5. extractionthe organic extract
  6. washwas washed with cold aqueous sodium carbonate solution and water
  7. dry with materialdried over sodium sulfate
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-1bfa41ab78304895b1b8beb822f51a13
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04333937

Verknüpfte Notizen

Wird geladen…