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Ethyl 3-ethoxy-3-iminopropionate hydrochloride → 2,3,4-trifluoro-N-[1-ethoxy-2-(ethoxycarbonyl)ethylidene]aniline

HRID 344892
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 344892
[F:1][C:2]1[C:8]([F:9])=[C:7]([F:10])[CH:6]=[CH:5][C:3]=1[NH2:4].Cl.[CH2:12]([O:14][C:15]([CH2:17][C:18](=N)[O:19][CH2:20][CH3:21])=[O:16])[CH3:13]>C(O)C>[F:1][C:2]1[C:8]([F:9])=[C:7]([F:10])[CH:6]=[CH:5][C:3]=1[N:4]=[C:18]([O:19][CH2:20][CH3:21])[CH2:17][C:15]([O:14][CH2:12][CH3:13])=[O:16]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 75345Ethyl 3-ethoxy-3-iminopropionate hydrochlorideHCID 774682,3,4-Trifluoroaniline

Produkt 1

HCID 186419482,3,4-trifluoro-N-[1-ethoxy-2-(ethoxycarbonyl)ethylidene]anilineAusbeute 105,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

2,3,4-Trifluoroaniline (58.8 g) is added in a single portion with stirring to a solution of 2-ethoxycarbonyl-1-ethoxyethylideneamine hydrochloride (90 g) in ethanol (820 cc). After 48 hours' stirring at a temperature in the region of 20° C., the suspension obtained is filtered; the filtrate is concentrated under reduced pressure (20 kPa) at a temperature in the region of 50° C. The oily residue is taken up with water (250 cc). The mixture obtained is extracted with ethyl ether (3×200 cc). The combined organic extracts are washed with water (4×150 cc), dried over magnesium sulphate and concentrated under reduced pressure (20 kPa) at approximately 30° C. 2,3,4-Trifluoro-N-[1-ethoxy-2-(ethoxycarbonyl)ethylidene]aniline (122 g) is obtained in the form of a yellow oil, which is used without further purification for the subsequent steps.

Aufarbeitung

  1. customthe suspension obtained
  2. filtrationis filtered
  3. concentrationthe filtrate is concentrated under reduced pressure (20 kPa) at a temperature in the region of 50° C
  4. customThe mixture obtained
  5. extractionis extracted with ethyl ether (3×200 cc)
  6. washThe combined organic extracts are washed with water (4×150 cc)
  7. dry with materialdried over magnesium sulphate
  8. concentrationconcentrated under reduced pressure (20 kPa) at approximately 30° C

Quellen und Nachweise

ORD-Eintrag
ord-9c008d3139064a119e4be92090e7f59b
Quelldatensatz
uspto-grants-1991_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05053509

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