Hydrochloric Acid → Methyl 5-acetyl-2-methoxybenzoate

HRID 27621

Reaktionsgleichung

Reaktionsgleichung von HRID 27621
[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].CI.[C:17](=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O>[C:1]([C:4]1[CH:5]=[CH:6][C:7]([O:14][CH3:17])=[C:8]([CH:13]=1)[C:9]([O:11][CH3:12])=[O:10])(=[O:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 85444Methyl 5-acetylsalicylate

Produkt 1

HCID 606426Methyl 5-acetyl-2-methoxybenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 66.1 g (0.341 mole) of methyl 5-acetyl-2-hydroxybenzoate, 7.26 g (0.511 mole) of methyl iodide and 47.0 g (0.341 mole) of potassium carbonate in 400 ml of sieve-dried dimethylformamide is stirred at room temperature for 65 hours. The mixture is poured on 1.5 liters of N hydrochloric acid, extracted 6 times with ethyl ether, washed extract with water, NaHCO3 solution and cold 1 N NaOH, dried over Na2SO4, and evaporated solvent. Methyl 5-acetyl-2-methoxybenzoate, 51.3 g (72%) m.p. 95°-96° C., is obtained.

Aufarbeitung

  1. extractionextracted 6 times with ethyl ether
  2. washwashed
  3. extractionextract with water, NaHCO3 solution and cold 1 N NaOH
  4. dry with materialdried over Na2SO4
  5. customevaporated solvent

Quellen und Nachweise

ORD-Eintrag
ord-c3bf12b7766d40fe8cd1c270149d604b
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04221808

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