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4-Chloroaniline → Ethyl [(4-chlorophenyl)amino](oxo)acetate

HRID 1392755
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1392755
C(N(CC)CC)C.Cl[C:9](=[O:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11].[Cl:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1.C(=O)([O-])O.[Na+]>C(Cl)Cl>[Cl:16][C:17]1[CH:23]=[CH:22][C:20]([NH:21][C:9](=[O:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:19][CH:18]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 78124-ChloroanilineHCID 8471TriethylamineHCID 20884Ethoxalyl chlorideHCID 516892Sodium Bicarbonate

Produkt 1

HCID 79380Ethyl [(4-chlorophenyl)amino](oxo)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Triethylamine (1.52 ml) and ethyl chlorooxoacetate (1.11 ml) were successively added to a solution of 4-chloroaniline (1.16 g) in methylene chloride (26 ml), and the mixture was stirred at room temperature for 14 hours. After a saturated aqueous solution of sodium hydrogencarbonate was added to the reaction mixture to conduct liquid separation, the resultant organic layer was successively washed with a 10% aqueous solution of citric acid and saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. After the solvent was concentrated under reduced pressure, hexane was added to the residue to deposit crystals, and the crystals were collected by filtration and dried to obtain the title compound (1.89 g).

Aufarbeitung

  1. customliquid separation
  2. washthe resultant organic layer was successively washed with a 10% aqueous solution of citric acid and saturated aqueous solution of sodium chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationAfter the solvent was concentrated under reduced pressure, hexane
  5. additionwas added to the residue to deposit crystals
  6. filtrationthe crystals were collected by filtration
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ca39890d42df4debaa3da04cf2d7f8ec
Quelldatensatz
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07342014B2

Notizen zur Reaktion

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