Reacción #3159

Ecuación de reacción

2-octylcoumaran

bromine

NaHCO3

water

→

5-bromo-2-octylcoumaran

Rendimiento 96.3%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONmixed
2. 2
   Otroto obtain a solution
3. 3
   workup.STIRRINGby stirring for 3 hours and 25 minutes at room temperature
4. 4
   OtroAfter the reaction
5. 5
   Extracciónsubjected to extraction with dichloromethane
6. 6
   Lavadowashing with a common salt aqueous solution
7. 7
   Secadodrying with mirabilite
8. 8
   ConcentraciónThe resultant mixture was concentrated under reduced pressure

Procedimiento

In a 50 ml-three-necked flask, 2.00 g (8.61 mM) of 2-octylcoumaran and 3.2 ml of dichloremethane were placed and mixed to obtain a solution. To the solution, 0.73 (8.69 mM) of NaHCO3 and 3.2 ml of water were added. To the mixture, a solution of 0.44 ml (0.54 mM) of bromine in 1 ml of dichloromethane were added dropwise in 17 minutes under stirring on an ice bath, followed by stirring for 3 hours and 25 minutes at room temperature. After the reaction, the reaction mixture was poured into ice water and subjected to extraction with dichloromethane, followed by two times washing with a common salt aqueous solution and drying with mirabilite. The resultant mixture was concentrated under reduced pressure to obtain 2.58 g of 5-bromo-2-octylcoumaran (Yield: 96.3%).

Fuente