Thionyl Chloride → Styrene-4-sulfonyl chloride

HRID 1073653Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1073653
S(Cl)([Cl:3])=O.[CH2:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([S:13]([O-:16])(=O)=[O:14])=[CH:9][CH:8]=1.[Na+]>CN(C)C=O>[CH2:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([S:13]([Cl:3])(=[O:16])=[O:14])=[CH:9][CH:8]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 3571582Sodium 4-styrenesulfonate

Produkt 1

HCID 9855777Styrene-4-sulfonyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
3 °C

Versuchsvorschrift

A flask containing 300 ml dry dimethyl formamide was cooled in an ice/salt bath to 3° C. Thionyl chloride (250 ml) was added dropwise with stirring over a period of 2 hrs. Sodium styrene p-sulphonate (200 g}was added in aliquots over a further 1 hour. The reaction mixture was allowed to stand for 24 hours at room temperature. The solution was poured onto ice and extracted with toluene (1000 ml). The extract was neutralised with sodium carbonate, washed with water, dried over magnesium sulphate and the solvent removed by evaporation under vacuum at 30° C. Finally the purified styrene p-sulphonyl chloride was filtered and stored at 5° C. in the dark.

Aufarbeitung

  1. waitto stand for 24 hours at room temperature
  2. additionThe solution was poured onto ice
  3. extractionextracted with toluene (1000 ml)
  4. washwashed with water
  5. dry with materialdried over magnesium sulphate
  6. customthe solvent removed by evaporation under vacuum at 30° C
  7. filtrationFinally the purified styrene p-sulphonyl chloride was filtered
  8. customstored at 5° C. in the dark

Quellen und Nachweise

ORD-Eintrag
ord-173d8f687b9448ea8bb9db5026ef8103
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04970269

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