Reaction #1596952

Reaction equation

1,2-dibromoethane

n-butyl lithium hexane

THF

dibenzofuran

→

Compound 16-1

Bromodibenzofuran

Solvents

Water

Conditions

Workup

1. 1
   TemperatureThe obtained solution is again cooled to −78° C.
2. 2
   Temperaturethe temperature of the solution is raised to room temperature over 120 minutes
3. 3
   Otherthe reaction
4. 4
   ExtractionOrganic layers extracted from the obtained mixture with ethyl acetate
5. 5
   Dryingare dried with sodium sulfate
6. 6
   Concentrationconcentrated with an evaporator

Procedure

Under nitrogen current at −78° C., an n-butyl lithium hexane solution (1.6M, 69 ml) is dropped to a THF solution (175 ml) containing 16.82 g of dibenzofuran, and the temperature of the mixture is raised to room temperature over 80 minutes. The obtained solution is again cooled to −78° C., 19.0 ml of 1,2-dibromoethane is added to the solution, and the temperature of the solution is raised to room temperature over 120 minutes. Water is added to the obtained reaction solution to stop the reaction. Organic layers extracted from the obtained mixture with ethyl acetate are dried with sodium sulfate, and then concentrated with an evaporator to obtain 12.35 g of Compound 16-1.

Source