Reacción #213865

Ecuación de reacción

3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride

3-phenoxybenzaldehyde

sodium cyanide

diazabicyclo[2.2.2]octane dihydrochloride

→

α-cyano-3-phenoxybenzyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate

Disolventes

n-heptane

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas warmed to 40°
2. 2
   workup.ADDITIONAfter complete addition
3. 3
   workup.STIRRINGThe reaction mixture was stirred for an additional 40 minutes
4. 4
   Lavadowashed with 100 g of a 10% aqueous sodium carbonate solution
5. 5
   OtroThe organic phase was separated from the mixture
6. 6
   Otrothe solvent removed by distillation under reduced pressure

Procedimiento

A stirred mixture of sodium cyanide (18.1 g, 0.36 mole) and diazabicyclo[2.2.2]octane dihydrochloride (1.11 g, 0.006 mole) in 30 g of water was warmed to 40°. During a one hour period a solution of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride (77.6 g, 0.33 mole) and 3-phenoxybenzaldehyde (61.5 g, 0.3 mole) in 102 ml of n-heptane was added to the reaction mixture. After complete addition, the reaction mixture was stirred for 40 minutes and an additional 3.5 g (0.015 mole) of the acyl chloride added. The reaction mixture was stirred for an additional 40 minutes and then washed with 100 g of a 10% aqueous sodium carbonate solution and then water. The organic phase was separated from the mixture and the solvent removed by distillation under reduced pressure to give α-cyano-3-phenoxybenzyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate.

Fuente