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

HRID 2217648Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2217648
[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-e8fee7e36edf48a4ab58abbc6d5116ae
Quelldatensatz
uspto-grants-2008_08
Patentnummer
US07407988B2

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