Dimethylformamide → Methyl 5-acetyl-2-methoxybenzoate

HRID 218350

Reaktionsgleichung

Reaktionsgleichung von HRID 218350
[C:1]([C:4]1[CH:5]=[CH:6][C:7]([OH:14])=[C:8]([CH:13]=1)[C:9]([O:11][CH3:12])=[O:10])(=[O:3])[CH3:2].[CH3:15]N(C=O)C.C(=O)([O-])[O-].[K+].[K+].CI>O>[C:1]([C:4]1[CH:5]=[CH:6][C:7]([O:14][CH3:15])=[C:8]([CH:13]=1)[C:9]([O:11][CH3:12])=[O:10])(=[O:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 85444Methyl 5-acetylsalicylate

Produkt 1

HCID 606426Methyl 5-acetyl-2-methoxybenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel3×

Versuchsvorschrift

Methyl 5-acetyl-2-hydroxybenzoate (95.3 g, 490.6 mmol) was added to DMF (381 mL) and potassium carbonate (82.2 g, 588.8 mmol) at RT under an atmosphere of nitrogen. To the resulting suspension was added methyl iodide (90.5 g, 637.8 mmol) whilst maintaining good agitation. After stirring at RT for 30 minutes, the crude reaction mixture was analysed by GC demonstrating complete reaction. Water (380 mL) was added followed by further water (380 mL) and the resulting white solid filtered off to afford 82.5 g of the desired, water wet product (7).

Aufarbeitung

  1. temperaturewhilst maintaining good agitation
  2. customthe crude reaction mixture
  3. customwas analysed by GC demonstrating complete reaction
  4. filtrationthe resulting white solid filtered off
  5. customto afford 82.5 g of the

Quellen und Nachweise

ORD-Eintrag
ord-cc464edf098343589f6ec4a3f468f497
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08198441B2

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