Ethanol → Benzyl Diethyldithiocarbamate

HRID 2068460

Reaktionsgleichung

Reaktionsgleichung von HRID 2068460
C(O)C.[CH2:4](Cl)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.O.O.O.[CH2:15]([N:17]([CH2:21][CH3:22])[C:18](=[S:20])[S-:19])[CH3:16].[Na+]>O>[CH2:15]([N:17]([CH2:21][CH3:22])[C:18](=[S:19])[S:20][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH3:16]

Komponenten

5

Edukt 3

HCID 702Ethanol2×HCID 7503Benzyl ChlorideHCID 517546Sodium diethyldithiocarbamate trihydrate

Produkt 1

HCID 590455Benzyl DiethyldithiocarbamateAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

More specifically, 10 ml of ethanol solution containing benzyl chloride (4.8 g, 38 mmol, Mw. 126.58) was added dropwise into 50 ml of ethanol solution containing sodium N,N-diethyldithiocarbamate trihydrate (10.3 g, 46 mmol, Mw. 225.31) in nitrogen atmosphere at 0° C. After agitating the reaction solution for 23 hours at room temperature, 150 ml of water was added and extracted by diethylether (200 ml×3 times). The organic layer was washed with water (100 ml×3 times) and was dried by sodium sulfate. Solvent was distilled away under reduced pressure using an evaporator so as to obtain benzyl N,N-diethyldithiocarbamate (colorless liquid). Yield point was 17.6 g (yield: 93%), 1H-NMR: δ7.407 ppm to 7.271 ppm (m, 5H, Ar—H), δ4.540 ppm (s, 2H, Ar—CH2S), δ4.082 ppm to 4.012 ppm (q, 2H, —N—CH2—), δ3.763 ppm to 3.692 ppm (q, 2H, —N—CH2—), δ1.311 to 1.252 ppm (m, 6H, —CH2—CH3).

Aufarbeitung

  1. extractionextracted by diethylether (200 ml×3 times)
  2. washThe organic layer was washed with water (100 ml×3 times)
  3. dry with materialwas dried by sodium sulfate
  4. distillationSolvent was distilled away under reduced pressure
  5. customan evaporator so as

Quellen und Nachweise

ORD-Eintrag
ord-ecacbc7fc529422db6b9a6f0cca9eaca
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08298817B2

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