Reaktion #95989

Reaktionsgleichung

2-cyanoethyl trans-3-diethylaminoacrylate

potassium thiocyanate

2,2,2-trichloroethyl chloroformate

→

pure adduct

Ausbeute 38.5%

2-Cyanoethyl 3-diethylamino-2-[N-(2,2,2-trichloroethoxycarbonyl)thiocarbamoyl]acrylate

Ausbeute 38.5%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe mixture was filtered
2. 2
   Filtrationthe mixture was filtered
3. 3
   Sonstigeto give 108 g of crude material which
4. 4
   Sonstigewas recrystallized from toluene

Vorschrift

A mixture of 55.4 g (0.57 moles) of potassium thiocyanate, 1 g of 18-crown-6 cyclic ether, 80.5 g (0.38 moles) of 2,2,2-trichloroethyl chloroformate and 300 ml of toluene was heated for 3 hours at 50° C. to prepare the acyl isothiocyanate. The mixture was filtered and 74 g (0.38 moles) of 2-cyanoethyl trans-3-diethylaminoacrylate were added dropwise over one hour. After 24 hours at room temperature, the mixture was filtered to give 108 g of crude material which was recrystallized from toluene to give 63 g of pure adduct, melting point 116° to 118° C.

Quelle