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Hydrochloric Acid → 4-[2-[N-(4-Chlorophenyl)amino]ethoxy]benzoic acid hydrochloride

HRID 359082
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 359082
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH2:9][CH2:10][O:11][C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18]C)=[O:17])=[CH:14][CH:13]=2)=[CH:4][CH:3]=1.[OH-].[Na+].Cl.CCOCC>CO.O>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][CH2:9][CH2:10][O:11][C:12]2[CH:13]=[CH:14][C:15]([C:16]([OH:18])=[O:17])=[CH:20][CH:21]=2)=[CH:6][CH:7]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 313Hydrochloric Acid2×HCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 15086593HCID 15086593, Verbindung

Produkt 1

HCID 678278944-[2-[N-(4-Chlorophenyl)amino]ethoxy]benzoic acid hydrochlorideAusbeute 144,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887
Methanol
Lösungsmittel
3×
HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Methyl 4-[2-[N-(4-chlorophenyl)amino]ethoxy]benzoate (0.4 g) was suspended in methanol (20 ml), and thereto a solution of sodium hydroxide (0.16 g) in water (5 ml) was added, and the mixture was heated with stirring at 60° C. for 3 hours. The reaction mixture was cooled, and neutralized with hydrochloric acid and concentrated under reduced pressure. After adding water thereto, the resulting residue was crushed, then, collected by filtration to give crude crystal. An equivalent amount of hydrochloric acid was added to the crude crystal in methanol, and the mixture was dried under reduced pressure to give a salt. The salt was suspended in a mixed solvent of methanol and ether, and collected by filtration to give the desired product (0.31 g). mp. 190°-193° C.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureThe reaction mixture was cooled
  3. concentrationconcentrated under reduced pressure
  4. additionAfter adding water
  5. customthe resulting residue was crushed
  6. filtrationcollected by filtration
  7. customto give crude crystal
  8. customthe mixture was dried under reduced pressure
  9. customto give a salt
  10. filtrationcollected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-6d8de91afe1943239e39dfc918035043
Quelldatensatz
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04999378

Notizen zur Reaktion

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