Thionyl Chloride → 3-(3-Chlorosulfonylphenyl)acrylic acid methyl ester

HRID 2180376Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2180376
[Na].[CH3:2][O:3][C:4](=[O:17])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([S:13](O)(=[O:15])=[O:14])[CH:8]=1.S(Cl)([Cl:20])=O>CN(C)C=O>[CH3:2][O:3][C:4](=[O:17])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([S:13]([Cl:20])(=[O:15])=[O:14])[CH:8]=1

Komponenten

5

Edukt 3

HCID 24386Thionyl ChlorideHCID 5360545SodiumHCID 725282343-(3-Sulfophenyl)acrylic acid methyl ester

Produkt 1

HCID 737087423-(3-Chlorosulfonylphenyl)acrylic acid methyl esterAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideKatalysator

Versuchsvorschrift

To the sodium salt of 3-(3-sulfophenyl)acrylic acid methyl ester (2) (0.670 g, 2.53 mmol) benzene (2 ml), thionyl chloride (1.508 g, 0.9 ml, 12.67 mmol) and 3 drops of dimethylformamide were added and the resultant suspension was stirred at reflux for one hour. The reaction mixture was evaporated, the residue was dissolved in benzene (3 ml), filtered and the filtrate was evaporated to give the title compound (0.640 g, 97%).

Aufarbeitung

  1. temperatureat reflux for one hour
  2. customThe reaction mixture was evaporated
  3. dissolutionthe residue was dissolved in benzene (3 ml)
  4. filtrationfiltered
  5. customthe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-cd2883bcaa2242ec8bc5664c5d1f5ef2
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06888027B2

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