Réaction #170060

Équation de réaction

hydrochloric acid

ethyl chloroformate

2-amino-6-methoxy-2,3-dihydro-1H-inden-1-one hydrochloride

diisopropylamine

→

ethyl 6-methoxy-1-oxo-2,3-dihydro-1H-inden-2-ylcarbamate

Solvants

dichloromethane

dichloromethane

dichloromethane

Conditions de réaction

Traitement

1. 1
   Autreseparated organic layer
2. 2
   Extractionthe aqueous layer was extracted twice with dichloromethane
3. 3
   LavageThe combined organic layers were washed subsequently with water, sodium bicarbonate and brine
4. 4
   Autredried
5. 5
   Filtrationfiltered
6. 6
   Autreevaporated

Mode opératoire

To a suspension of 2-amino-6-methoxy-2,3-dihydro-1H-inden-1-one hydrochloride (15.4 g, 72.1 mmol) in dichloromethane was added ethyl chloroformate (10.38 ml, 108 mmol) followed by dropwise addition of a solution of diisopropylamine (25.2 ml, 144 mmol) in 10 ml dichloromethane. The reaction mixture was stirred at room temperature over night. Added 1N hydrochloric acid, diluted with dichloromethane, separated organic layer and the aqueous layer was extracted twice with dichloromethane. The combined organic layers were washed subsequently with water, sodium bicarbonate and brine, dried, filtered and evaporated to obtain the product (ethyl 6-methoxy-1-oxo-2,3-dihydro-1H-inden-2-ylcarbamate) as a purple solid. m=16.4 g (95%)

Source