Lawesson's reagent → HCID 58092092, Verbindung

HRID 1873477

Reaktionsgleichung

Reaktionsgleichung von HRID 1873477
[C:1]([O:4][CH2:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([C:16](=O)[NH:17][CH2:18][Si:19]([CH3:22])([CH3:21])[CH3:20])=[CH:8][CH:7]=1)(=[O:3])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:33])=CC=1>C1(C)C=CC=CC=1>[C:1]([O:4][CH2:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([C:16](=[S:33])[NH:17][CH2:18][Si:19]([CH3:22])([CH3:21])[CH3:20])=[CH:8][CH:7]=1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 87949Lawesson's reagentHCID 58092097(4{[(Trimethylsilyl)methyl]carbamoyl}naphthalen-1-yl)methyl acetate

Produkt 1

HCID 58092092HCID 58092092, VerbindungAusbeute 58,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

(4{[(trimethylsilyl)methyl]carbamoyl}naphthalen-1-yl)methyl acetate (2.0 g) and Lawesson reagent (2.4 g) were suspended with toluene (30 ml). The mixture was heated to reflux for 2 hours. The reaction mixture was returned to room temperature, washed with water and a saturated aqueous brine, subsequently dried over magnesium sulfate. After filtering the reaction mixture, the solvent was distilled off under reduced pressure, and the resulting mixture was purified by silica gel chromatography, to obtain (4{[(trimethylsilyl)methyl]carbamothioyl}naphthalen-1-yl)methyl acetate (1.2 g).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 2 hours
  3. customwas returned to room temperature
  4. washwashed with water
  5. dry with materiala saturated aqueous brine, subsequently dried over magnesium sulfate
  6. filtrationAfter filtering the reaction mixture
  7. distillationthe solvent was distilled off under reduced pressure
  8. customthe resulting mixture was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-53026bfe1290432799842ee53390aeaf
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08304371B2

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