Potassium Carbonate → 4-Chloro-2-(2-methoxy-1-methyl-2-oxoethoxy)benzoic acid, methyl ester

HRID 326292

Reaktionsgleichung

Reaktionsgleichung von HRID 326292
[Cl:1][C:2]1[CH:3]=[C:4]([OH:12])[C:5](=[CH:10][CH:11]=1)[C:6]([O:8][CH3:9])=[O:7].Br[CH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.O>[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([O:12][CH:15]([CH3:14])[C:16]([O:18][CH3:19])=[O:17])[CH:3]=1

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 76934Methyl 3-bromopropanoateHCID 327085Methyl 4-chloro-2-hydroxybenzoate

Produkt 1

HCID 867465134-Chloro-2-(2-methoxy-1-methyl-2-oxoethoxy)benzoic acid, methyl esterAusbeute 102,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of methyl 4-chlorosalicylate (5.0 g) in dimethylformamide (10 ml) was treated sequentially with methyl 3-bromopropionate (4.0 g) and potassium carbonate (6.0 g). The mixture was stirred at room temperature for 18 hrs and diluted with water. The mixture was extracted with ether and the organics were washed with water. The organic layer was dried and evaporated to give the desired material (6.7 g) as a low melting solid.

Aufarbeitung

  1. extractionThe mixture was extracted with ether
  2. washthe organics were washed with water
  3. customThe organic layer was dried
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-8198a2330a7f46ca82ba8cd5a6afbe06
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05268388

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