Реакция #2487412

Уравнение реакции

water

sodium diethyldithiocarbamate trihydrate

4-vinylbenzyl chloride

→

Diethyl-Dithiocarbamic Acid 4-Vinyl-Phenyl Ester

Растворители

ethanol

ethanol

Условия реакции

Обработка

1. 1
   Другоеequipped with a stirrer
2. 2
   Экстракцияextracting with diethyl ether
3. 3
   ПромывкаThe ether phase was washed three times with water
4. 4
   Сушкаdried over sodium sulphate
5. 5
   Другоеbefore finally removing the diethyl ether
6. 6
   Другоеby evaporation
7. 7
   ДругоеThe residue was recrystallised three times from methanol
8. 8
   Другоеgiving a yield of 2.6 grams (83%)

Методика

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).

Источник