Acetyl chloride → Methyl 4-Amino-2-chlorobenzoate

HRID 220851

Reaktionsgleichung

Reaktionsgleichung von HRID 220851
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([Cl:11])[CH:3]=1.[C:12](Cl)(=O)C>CO>[CH3:12][O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([NH2:1])=[CH:3][C:4]=1[Cl:11]

Komponenten

4

Edukt 2

HCID 6367Acetyl chlorideHCID 171544-Amino-2-chlorobenzoic acid

Produkt 1

HCID 11839197Methyl 4-Amino-2-chlorobenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 4-Amino-2-chloro-benzoic acid (5.3 g, 31 mmol) in methanol (100 ml) was treated with acetyl chloride (5 ml) and then heated at reflux for 16 hours. The solvents were evaporated in vacuo. The residue was dissolved in EtOAc, washed with saturated sodium hydrogen carbonate, dried and concentrated in vacuo to yield the title compound as a purple solid, 5.45 g, 95%.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 16 hours
  3. customThe solvents were evaporated in vacuo
  4. dissolutionThe residue was dissolved in EtOAc
  5. washwashed with saturated sodium hydrogen carbonate
  6. customdried
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-54db863b2afa414085e0648f08ae77ca
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202858B2

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