Reacción #40894

Ecuación de reacción

7-bromoindole

dichloromethane

aluminum chloride

succinic acid monoethyl ester chloride

→

titled compound

ethyl 4-(7-bromo-1H-indol-3-yl)-4-oxobutanoate

Disolventes

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGby stirring at room temperature for 5 hours
2. 2
   Extracciónfollowed by extraction with ethyl acetate
3. 3
   LavadoThe organic layer was washed in turn with water and saturated saline
4. 4
   Secadodried over anhydrous sodium sulfate
5. 5
   Concentraciónconcentrated
6. 6
   LavadoThe residue was washed with diisopropyl ether

Procedimiento

To a dichloromethane (50 mL) solution of aluminum chloride (6.80 g), succinic acid monoethyl ester chloride (8.39 g) was added under ice cooling and the mixture was stirred for 30 minutes. To the mixture, 7-bromoindole (5.0 g) was added, followed by stirring at room temperature for 5 hours. To the reaction mixture, ice water and ethyl acetate were added, followed by extraction with ethyl acetate. The organic layer was washed in turn with water and saturated saline, dried over anhydrous sodium sulfate and then concentrated. The residue was washed with diisopropyl ether to obtain the titled compound having the following physical properties (6.04 g).

Fuente