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Water → methyl N-[2-chloro-5-(1-hydroxyiminoethyl)benzyl]carbamate

HRID 2414254
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2414254
[Cl:1][C:2]1[CH:13]=[CH:12][C:11]([C:14](=O)[CH3:15])=[CH:10][C:3]=1[CH2:4][NH:5][C:6](=[O:9])[O:7][CH3:8].Cl.[NH2:18][OH:19].C([O-])(=O)C.[Na+].O>C(O)C.C(OCC)(=O)C>[Cl:1][C:2]1[CH:13]=[CH:12][C:11]([C:14](=[N:18][OH:19])[CH3:15])=[CH:10][C:3]=1[CH2:4][NH:5][C:6](=[O:9])[O:7][CH3:8]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 962Water2×HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 12151316methyl N-[(5-acetyl-2-chlorophenyl)methyl]carbamate

Produkt 1

HCID 86641517methyl N-[2-chloro-5-(1-hydroxyiminoethyl)benzyl]carbamateAusbeute 97,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702
Ethanol
Lösungsmittel
HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

5.0 g of methyl N-(2-chloro-5-acetylbenzyl)carbamate was dissolved in 10 ml of ethanol, and 1.5 g of hydroxylamine hydrochloride, 3.0 g of sodium acetate and 5 ml of water were added thereto, followed by reflux under heating for 4 hours. After completion of the reaction, water was added to the reaction mixture, extraction with ethyl acetate was carried out, the organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained crystals were washed with hexane to obtain 5.2 g of methyl N-[2-chloro-5-(1-hydroxyiminoethyl)benzyl]carbamate as colorless crystals (m.p. 124-127° C.).

Aufarbeitung

  1. temperatureby reflux
  2. temperatureunder heating for 4 hours
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. washThe obtained crystals were washed with hexane

Quellen und Nachweise

ORD-Eintrag
ord-11bc8b001edd4d08b3e3b87d50c5fe75
Quelldatensatz
uspto-grants-2004_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06812229B1

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