CC(C)=O.[F:5][C:6]1[CH:13]=[CH:12][C:9]([NH:10][CH3:11])=[CH:8][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].Cl[C:21]([O:23][C:24]1[CH:29]=[CH:28][C:27]([Cl:30])=[C:26]([C:31]([CH3:34])([CH3:33])[CH3:32])[CH:25]=1)=[O:22]>O>[F:5][C:6]1[CH:13]=[CH:12][C:9]([N:10]([CH3:11])[C:21](=[O:22])[O:23][C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[C:26]([C:31]([CH3:34])([CH3:33])[CH3:32])[CH:25]=2)=[CH:8][CH:7]=1To 20 ml of acetone were added 1.25 g of 4-fluoro-N-methylaniline and 1.38 g of anhydrous potassium carbonate, and a solution obtained by dissolving 2.5 g of 3-tert-butyl-4-chlorophenyl chloroformate into 20 ml of acetone was added thereto with stirring at room temperature. After stirring for 30 minutes as it is, the mixture was refluxed with heating for 2 hours. After cooled down to room temperature, the reaction mixture was poured into cold water and the resultant product was extracted with benzene. The benzene solution was washed with water and a saturated aqueous solution of sodium chloride in this order, dried over anhydrous magnesium sulfate, and thereafter benzene was distilled off under reduced pressure. The residue was purified through a column chromatography (employing silica gel as carrier and benzene as developing solvent) and further recrystallized from ethanol to give 2.7 g of 3-tert-butyl-4-chlorophenyl N-(4-fluorophenyl)-N-methylcarbamate having melting point of 92°-94° C.
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