Hydrochloric Acid → Methyl 3-(chlorocarbonyl)-5-nitrobenzoate

HRID 1261181

Reaktionsgleichung

Reaktionsgleichung von HRID 1261181
[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[C:6]([C:7](O)=[O:8])[CH:5]=1.[ClH:17]>S(Cl)(Cl)=O>[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[C:6]([C:7]([Cl:17])=[O:8])[CH:5]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 747761,3-Benzenedicarboxylic acid, 5-nitro-, 1-methyl ester

Produkt 1

HCID 74774Methyl 3-(chlorocarbonyl)-5-nitrobenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24386Thionyl ChlorideLösungsmittel

Versuchsvorschrift

A suspension of 5-nitro-isophthalic acid mono methyl ester (22.52 g, 100.0 mmol) in thionyl chloride (50 ml) was heated to reflux for 6 hours (until the production of SO2 and HCl-gas ceased). The excess of thionyl chloride was removed under reduced pressure, the residue was dissolved in DCM and the product was precipitated by addition of hexane to give a white solid. Yield: 24.10 g (99%).

Aufarbeitung

  1. temperaturewas heated
  2. customThe excess of thionyl chloride was removed under reduced pressure
  3. dissolutionthe residue was dissolved in DCM
  4. customthe product was precipitated by addition of hexane
  5. customto give a white solid

Quellen und Nachweise

ORD-Eintrag
ord-0fba3e45dacc44129240e3da748448cb
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08470860B2

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