Sulfuric Acid → Succinanilic acid

HRID 1739631

Reaktionsgleichung

Reaktionsgleichung von HRID 1739631
[C:1](Cl)(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[NH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.S(=O)(=O)(O)O>C(#N)C>[C:10]1([NH:9][C:1](=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 6115AnilineHCID 138186494-Chloro-4-oxobutanoic acid

Produkt 1

HCID 7598Succinanilic acidAusbeute 63,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

100 mg of succinic acid monochloride are dissolved in 2 ml of anhydrous acetonitrile. 1.5 equivalents of aniline (102 mg) are added at room temperature and the reaction mixture is kept stirred for 30 minutes. 100 ml of 0.005M sulfuric acid are then added and the solution is extracted with ethyl ether (3×3 ml). The ether phases are combined and washed with water to neutrality and then dried over anhydrous MgSO4. The ether is then filtered and evaporated under reduced pressure to give 90 mg of N-phenylsuccinamic acid.

Aufarbeitung

  1. extractionthe solution is extracted with ethyl ether (3×3 ml)
  2. washwashed with water to neutrality
  3. dry with materialdried over anhydrous MgSO4
  4. filtrationThe ether is then filtered
  5. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3ad1ad6d4aa94b4482afbffd8cb89dd9
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05968794

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