Réaction #4016

Équation de réaction

1,1,1-triethoxyethane

N-chlorosuccinimide

→

2-chloro-1,1,1-triethoxyethane

Rendement 77.1%

Solvants

carbon tetrachloride

Conditions de réaction

Traitement

1. 1
   Autreirradiated with an ultraviolet lamp
2. 2
   Autresubsided upon completion of the reaction
3. 3
   FiltrationThe precipitated succinimide byproduct was filtered off
4. 4
   Concentrationthe filtrate was concentrated
5. 5
   Autreto remove carbon tetrachloride
6. 6
   workup.DISTILLATIONThe residual liquid was distilled

Mode opératoire

A mixture of 1,1,1-triethoxyethane (97.3 g) and N-chlorosuccinimide (88.1 g) in carbon tetrachloride (600 ml) was warmed to 40° C. and then irradiated with an ultraviolet lamp. The reaction became exothermic and then subsided upon completion of the reaction. The precipitated succinimide byproduct was filtered off and the filtrate was concentrated to remove carbon tetrachloride. The residual liquid was distilled to obtain pure 2-chloro-1,1,1-triethoxyethane (91.0 g; b.p. 91° C./25 mm).

Source