Réaction #52658

Équation de réaction

5-chloroacetyl-2-oxindole

triethylsilane

water

→

5-(2-chloroethyl)-2-oxindole

Rendement 65.0%

Solvants

trifluoroacetic acid

Conditions de réaction

Traitement

1. 1
   Autrethe precipitate which formed
2. 2
   Filtrationwas collected by vacuum filtration
3. 3
   Lavagewashed with 50 ml of water
4. 4
   Autredried

Mode opératoire

A solution of 5-chloroacetyl-2-oxindole (4.18 g) in trifluoroacetic acid (30 ml) was cooled in an ice bath and 4.65 g of triethylsilane added. The mixture was then stirred at room temperature for 3 hours. The mixture was poured into 150 ml of water and the precipitate which formed was collected by vacuum filtration, washed with 50 ml of water and dried to give 2.53 g (65% yield) of 5-(2-chloroethyl)-2-oxindole as a reddish-brown solid.

Source