Anthranilic Acid → Isopropyl anthranilate

HRID 1294561Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1294561
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].S(Cl)(Cl)=O.[CH3:15][CH:16](O)[CH3:17]>>[NH2:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[C:1]([O:10][CH:16]([CH3:17])[CH3:15])=[O:9]

Komponenten

4

Edukt 3

HCID 227Anthranilic AcidHCID 3776IsopropanolHCID 24386Thionyl Chloride2×

Produkt 1

HCID 87499Isopropyl anthranilate

Versuchsvorschrift

1.0 g (7.3 mmol) anthranilic acid are dissolved in 5 ml propan-2-ol, combined with 795 μl (10.9 mmol) thionyl chloride and refluxed for 3 days. Then thionyl chloride is eliminated in vacuo, the residue is taken up in 50 ml dist. water and extracted three times with 30 ml of ethyl acetate. The organic phase is washed with 20 ml of a saturated aqueous NaHCO3 solution, dried with MgSO4 and the solvent is eliminated in vacuo.

Aufarbeitung

  1. temperaturerefluxed for 3 days
  2. extractionwater and extracted three times with 30 ml of ethyl acetate
  3. washThe organic phase is washed with 20 ml of a saturated aqueous NaHCO3 solution
  4. dry with materialdried with MgSO4

Quellen und Nachweise

ORD-Eintrag
ord-ebc38455508b4e25a78d9749207a0db0
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07241769B2

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