Diethyl Ether → 1-[6-(Trifluoromethyl)pyridin-3-yl]ethan-1-one

Reaction equation

C[Mg+].[Br-].[F:4][C:5]([F:15])([F:14])[C:6]1[CH:13]=[CH:12][C:9](C#N)=[CH:8][N:7]=1.CC[O:18][CH2:19][CH3:20]>>[F:4][C:5]([F:15])([F:14])[C:6]1[N:7]=[CH:8][C:9]([C:19](=[O:18])[CH3:20])=[CH:12][CH:13]=1

Participants

Reactant 3

HCID 3283Diethyl Ether2×

HCID 27775545-Cyano-2-(trifluoromethyl)pyridine

HCID 178418689HCID 178418689, compound

Product 1

HCID 218805781-[6-(Trifluoromethyl)pyridin-3-yl]ethan-1-one

Procedure

A 3 M solution of MeMgBr in Et2O (7.2 mmol) was added to a stirred solution of 6-(trifluoromethyl)nicotinonitrile (0.82 g, 4.8 mmol) in ether (16 mL) dropwise over a 30 minute period. The reaction was stirred for 2 hours then the mixture was quenched with aqueous 1N HCl and extracted with Et2O. The organics were combined and washed with brine and dried over anhydrous MgSO4. The solvent was removed in vacuo yielding 530 mg of a brown solid.