Benzyl Bromide → Benzyl Diethyldithiocarbamate

HRID 352704

Reaktionsgleichung

Reaktionsgleichung von HRID 352704
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.O.O.[CH2:12]([N:14]([CH2:18][CH3:19])[C:15](=[S:17])[S-:16])[CH3:13].[Na+]>C1COCC1>[CH3:13][CH2:12][N:14]([C:15]([S:17][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[S:16])[CH2:18][CH3:19]

Komponenten

4

Edukt 2

HCID 7498Benzyl BromideHCID 517546Sodium diethyldithiocarbamate trihydrate

Produkt 1

HCID 590455Benzyl DiethyldithiocarbamateAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

Benzyl bromide (2.05 g, 12 mmol) in THF (10 mL) was added dropwise over 15 minutes to a supension of sodium N,N-diethyldithiocarbamate trihydrate (2.25 g, 10 mmol) in 25 mL of THF at room temperature. The solution was allowed to stir at room temperature for 3 hours when the solids were filtered off and the filtrate concentrated. The crude residue was purified by column chromatography (silica gel, 20% ethyl acetate in petroleum spirits) to obtain the title compound (2.25 g, 94%). 1H-nmr (CDCl3) δ 1.3 (6H), 3.7 (2H), 4.1 (2H), 4.6 (2H), 7.3 (5H).

Aufarbeitung

  1. filtrationwere filtered off
  2. concentrationthe filtrate concentrated
  3. customThe crude residue was purified by column chromatography (silica gel, 20% ethyl acetate in petroleum spirits)

Quellen und Nachweise

ORD-Eintrag
ord-869b003e60e34b7fb327d137817952d0
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06747111B2

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