Monosodium hydrogen 4-chlorophthalate → 4-Chlorophthalic anhydride

HRID 1402838Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1402838
[Na+].[Cl:2][C:3]1[CH:4]=[C:5]([C:12]([OH:14])=[O:13])[C:6](=[CH:10][CH:11]=1)[C:7]([O-:9])=O>S(Cl)(Cl)=O>[Cl:2][C:3]1[CH:4]=[C:5]2[C:12](=[O:13])[O:14][C:7](=[O:9])[C:6]2=[CH:10][CH:11]=1

Komponenten

3

Edukt 1

HCID 23687624Monosodium hydrogen 4-chlorophthalate

Produkt 1

HCID 670444-Chlorophthalic anhydrideAusbeute 64,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24386Thionyl ChlorideLösungsmittel

Versuchsvorschrift

The mixture of commercial 4-chlorophthalic acid monosodium salt (40 g) and thionyl chloride (50 ml) was stirred under reflux for 2 h. From the resulting viscous mass all volatiles were removed at the water aspirator. The residue was heated with benzene (150 ml) and the still hot slurry was filtered by suction. The filter cake was washed twice with benzene (50 ml) and the filtrate was concentrated in vacuo to give a yellowish solid. The crude was recrystallised from n-hexane/benzene 3:1 (filtration of the boiling solution needed) to yield 4-chlorophthalic anhydride (21.1 g) as colourless crystals.

Aufarbeitung

  1. temperatureunder reflux for 2 h
  2. customFrom the resulting viscous mass all volatiles were removed at the water
  3. temperatureThe residue was heated with benzene (150 ml)
  4. filtrationthe still hot slurry was filtered by suction
  5. washThe filter cake was washed twice with benzene (50 ml)
  6. concentrationthe filtrate was concentrated in vacuo
  7. customto give a yellowish solid
  8. customThe crude was recrystallised from n-hexane/benzene 3:1 (
  9. filtrationfiltration of the boiling solution

Quellen und Nachweise

ORD-Eintrag
ord-d2d50242b8054b4a8d7082d3cdb56a4e
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08912186B2

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