Dimethyl Sulfoxide → 4-Formyl-2-methoxybenzoic acid

HRID 850163Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 850163
[OH:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[C:5]([O:12][CH3:13])[CH:4]=1.C(N(CC)CC)C.ClCCl.CS(C)=O>O>[CH:2]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[C:5]([O:12][CH3:13])[CH:4]=1)=[O:1]

Komponenten

6

Edukt 4

HCID 679Dimethyl SulfoxideHCID 6344DichloromethaneHCID 8471TriethylamineHCID 212548144-(Hydroxymethyl)-2-methoxybenzoic acid

Produkt 1

HCID 212546644-Formyl-2-methoxybenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a mixture of 4-hydroxymethyl-2-methoxybenzoic acid (1.5 g), triethylamine (5 g), dichloromethane (3 ml) and dimethyl sulfoxide (3 ml) was added portionwise sulfur trioxide pyridine complex (3.93 g) in water bath, and the mixture was stirred for 1.5 hours at the same temperature. The reaction mixture was poured into water and extracted with dichloromethane. The organic layer was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo to give 4-formyl-2-methoxybenzoic acid.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-67205a2f8f3940028afd417ff55e1db5
Quelldatensatz
uspto-grants-2000_01
Patentnummer
US06015818

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