C(OC(=O)C)(=O)C.[CH:8]([OH:10])=O.[F:11][C:12]1[CH:13]=[CH:14][C:15]([NH:21][CH3:22])=[C:16]([C:18](=[O:20])[CH3:19])[CH:17]=1.[OH-].[Na+]>O>[C:18]([C:16]1[CH:17]=[C:12]([F:11])[CH:13]=[CH:14][C:15]=1[N:21]([CH3:22])[CH:8]=[O:10])(=[O:20])[CH3:19]A mixture of acetic anhydride (4.6 ml) and formic acid (3.1 3 ml) was stirred at 60° for 2 hours and then cooled to 10°. 5'-Fluoro-2'-(methylamino)acetophenone (3.0 g) was then added and the mixture stirred overnight. The solution was cooled in an ice-bath and water (20 ml) added followed by aqueous sodium hydroxide (specific gravity 1.5) added dropwise to pH 10. The mixture was extracted with dichloromethane (3×30 ml) and the combined extracts dried over magnesium sulphate to give a solution of 2'-acetyl-4'-fluoro-N-methylformanilide.
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