Hydrochloric Acid → Methyl 2-(3-amino-4-chlorophenyl)acetate

HRID 1244673Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1244673
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][C:3]=1[N+:13]([O-])=O.Cl>CO.[Zn]>[NH2:13][C:3]1[CH:4]=[C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])[CH:6]=[CH:7][C:2]=1[Cl:1]

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 12069505HCID 12069505, Verbindung

Produkt 1

HCID 21920780Methyl 2-(3-amino-4-chlorophenyl)acetateAusbeute 88,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

13.07 mmol (3.0 g) of methyl 4-chloro-3-nitrobenzeneacetate and 198.8 mmol (13.0 g) of Zn dust are refluxed in 500 ml of MeOH for 10 minutes. Then, 13 ml of concentrated HCl is added in drops under reflux and refluxed for another 30 minutes. The suspension is hot-filtered, the methanol is distilled off, and the residue is set at pH 14 with NaHCO3 solution. Extraction with ethyl acetate, drying with Na2SO4 and distillation of the solution yields 2.3 g of methyl 3-amino-4-chlorobenzeneacetate as a beige solid.

Aufarbeitung

  1. temperatureunder reflux
  2. temperaturerefluxed for another 30 minutes
  3. filtrationThe suspension is hot-filtered
  4. distillationthe methanol is distilled off
  5. extractionExtraction with ethyl acetate
  6. dry with materialdrying with Na2SO4 and distillation of the solution

Quellen und Nachweise

ORD-Eintrag
ord-24e5b6f4a4904db7aefe4a881f56ccf0
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07122570B2

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