Hydrochloric Acid → 2,6-difluoro-N-[(Z)-prop-1-enyl]benzamide

Participants

Reaction Steps

Zinc bromide (1.68 g, 7.48 mmol) was added in portions to a solution of MeMgBr in diethyl ether (3M, 2.4 ml, 7.23 mmol).After stirring at room temperature there was a thick prepicipitate. Some DMF and THF was added to improve solubility and aid stirring. 2,6-difluoro-N—[(Z)-2-iodovinyl]benzamide (746 mg, 2.41 mmol) was added and then dichloro-bisacetonitrile palladium (12.5 mg, 0.048 mmol) was added, and the mixture stirred overnight at RT and then shaken between diethyl ether and HCl (1 M), dried with MgSO4, evaporated and chromatographed with EtOAc/cyclohexane to yield pure 2,6-difluoro-N—[(Z)-prop-1-enyl]benzamide (406 mg, 86%) m.p. 71-74° C.

Provenance & Evidence