Water → Methyl 2-(3-amino-4-chlorophenoxy)acetate

HRID 1944295Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1944295
[CH3:1][O:2][C:3](=[O:16])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[C:8]([N+:13]([O-])=O)[CH:7]=1.[Cl-].[NH4+].O.[OH-].[Na+]>CO.[Fe]>[CH3:1][O:2][C:3](=[O:16])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[C:8]([NH2:13])[CH:7]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 66717584HCID 66717584, Verbindung

Produkt 1

HCID 66717604Methyl 2-(3-amino-4-chlorophenoxy)acetateAusbeute 53,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A solution of (4-chloro-3-nitrophenoxy)acetic acid methyl ester (30 g) in methanol (100 mL) was added to a mixture of iron (26 g), ammonium chloride (33 g) and water (400 mL) at room temperature, and the resulting mixture was heated in an ultrasonic bath at 60° C. for 4 hours. The mixture was basified by the addition of sodium hydroxide, extracted with ethyl acetate, and the combined extracts were washed with 1.0M aqueous hydrochloric acid solution. The pH of the combined aqueous phases was adjusted to 7-8 by the addition of sodium hydroxide, and the resulting precipitate was collected by filtration and then dried to afford title compound (14 g).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washthe combined extracts were washed with 1.0M aqueous hydrochloric acid solution
  3. additionThe pH of the combined aqueous phases was adjusted to 7-8 by the addition of sodium hydroxide
  4. filtrationthe resulting precipitate was collected by filtration
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f52c97f7b2294ddbbf38d9c35f5d6b93
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08394830B2

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