1,3-Dibromobenzene → HCID 59442696, compound

Participants

Reaction Conditions

Reaction Steps

8.00 g of 1,3-dibromobenzene were dissolved in 200 ml of dry diethyl ether and 22.61 ml of an n-butyllithium solution (1.5 M in n-hexane) were added dropwise between 0° C. and 5° C. The reaction mixture was stirred for 5 min at 0° C. Subsequently a solution of 6.76 g of 4-oxo-1-phenylcyclohexanecarbonitrile in 70 ml of dry THF was injected at −70° C. The reaction mixture was allowed to warm to room temperature and was stirred for 30 min at room temperature. The reaction mixture was then poured onto 200 ml of a saturated aqueous sodium hydrogensulfate solution, and the phases were separated and the aqueous phase extracted with 200 ml of EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. The residue was stirred with 70 ml of HEP. 7.50 g of the title compound were obtained as a resinous, partially crystallizing solid.

Provenance & Evidence