Lithium cyanide → 4-Fluoro-3-iodobenzeneacetonitrile

Participants

Reaction Conditions

Reaction Steps

4-Bromomethyl-1-fluoro-2-iodo-benzene (33.8 g, 107 mMol) was added to 240 mL of a 0.5 M solution of lithium cyanide in DMF. The reaction mixture was heated to 80° C. under an atmosphere of dry N2 and stirred overnight at this temperature. The mixture was then cooled to ambient temperature and partitioned between Et2O and 0.1 N aqueous NaOH. The Et2O layer was then washed 4 more times with 0.1 N aqueous NaOH. The Et2O layer was then dried over MgSO4, filtered and concentrated under vacuum to give 24.7 g of the titled compound as a red solid which was used without purification.

Provenance & Evidence