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Ethanol → HCID 86617335, Verbindung

HRID 661748
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 661748
[Na].[C:2]1([SH:8])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)C.[CH2:12]([O:19][N:20]=[C:21](Br)[CH:22]=[CH:23][S:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(Cl)(Cl)Cl>[CH2:12]([O:19][N:20]=[C:21]([S:8][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH:22]=[CH:23][S:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 702EthanolHCID 7969ThiophenolHCID 5360545SodiumHCID 86617336N-benzyloxy-3-(phenylthio)acrylimidoyl bromide

Produkt 1

HCID 86617335HCID 86617335, VerbindungAusbeute 43 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212
Chloroform
Lösungsmittel

Versuchsvorschrift

Sodium salt of thiophenol (0.14 g) was added to ethanol (5 ml) solution of N-benzyloxy-3-phenylthioacrylimidoyl bromide (0.30 g) at room temperature, then it was heat refluxing for three hours. It was cooled, and chloroform (50 ml) was added to the reaction mixture. It was successively washed with 1N aqueous sodium hydroxide solution, pure water, aqueous saturated sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate, concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=20:1) to obtain phenyl N-benzyloxy-3-(phenylthio)thioacrylimidate (0.14 g) as colorless oil.

Aufarbeitung

  1. temperatureit was heat
  2. temperaturerefluxing for three hours
  3. temperatureIt was cooled
  4. washIt was successively washed with 1N aqueous sodium hydroxide solution, pure water, aqueous saturated sodium chloride solution
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=20:1)

Quellen und Nachweise

ORD-Eintrag
ord-a1f938d760964fd8b184aed082acbadb
Quelldatensatz
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08084644B2

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