Reaktion #2487412

Reaktionsgleichung

water

sodium diethyldithiocarbamate trihydrate

4-vinylbenzyl chloride

→

Diethyl-Dithiocarbamic Acid 4-Vinyl-Phenyl Ester

Lösungsmittel

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeequipped with a stirrer
2. 2
   Extraktionextracting with diethyl ether
3. 3
   WaschenThe ether phase was washed three times with water
4. 4
   Trocknendried over sodium sulphate
5. 5
   Sonstigebefore finally removing the diethyl ether
6. 6
   Sonstigeby evaporation
7. 7
   SonstigeThe residue was recrystallised three times from methanol
8. 8
   Sonstigegiving a yield of 2.6 grams (83%)

Vorschrift

A solution of sodium diethyldithiocarbamate trihydrate (3.5 g, 1.55×10−2 mol) in 20 mL of ethanol was added to a flask equipped with a stirrer, dropping funnel and a reflux condenser. To this solution was added a solution of 4-vinylbenzyl chloride (3.0 g, 1.96×10−2 mol) and ethanol (5 mL), dropwise, over a period of 0.5 h at a temperature of 0° C. The resultant solution was stirred at room temperature for 24 h before pouring into a large volume of water and extracting with diethyl ether. The ether phase was washed three times with water, dried over sodium sulphate, before finally removing the diethyl ether by evaporation. The residue was recrystallised three times from methanol, giving a yield of 2.6 grams (83%). 1H NMR (CDCl3) δ7.36 (s, 4H, C6H4), 6.70 (dd, J=11.6 and 17.5 Hz, 1H, CH═CH2), 5.73 (d, J=17.5 Hz, 1H, CH═CH2), 5.24 (d, J=11.5 Hz, 1H, CH═CH2), 4.54 (s, 2H, CH2S), 4.04 (q, J=7.3 Hz, 2H, NCH2), 3.73 (q, J=6.6 Hz, 2H NCH2), 1.19 (t, J=ca.7.0 Hz, 6H CH2CH3).

Quelle