Dimethylformamide → HCID 10591183, compound

Participants

Reaction Steps

A suspension of the dibromo compound of Example 13 (8.4 g, 0.02 mole) and copper(I)cyanide (4.45, 0.05 mole) in 40 mL dry DMF is heated at reflux under nitrogen for 30 hr (TLC followed). The excess DMF is distilled under vacuum and the residue triturated with 100 mL water and stirred with 500 mL 10% sodium cyanide (aqueous) for 1 hr, filtered, washed with water and dried. The solid is subjected to soxlet extraction with acetone (24 hr) followed by chromatography over neutral aluminumoxide, elution with ether:CHCl3 (8:2) to chloroform, to yield a white crystalline solid. Recrystallized from CHCl3 :ether (1:4) yielded 2.5 g of a white solid (40%) having a mp 239-240° C.

Provenance & Evidence