4'-(TRIFLUOROMETHYL)PROPIOPHENONE

solid

The 1- (p-trifluoromethylphenyl) -1-propanol solution prepared in step 1 was mixed with 3.9 kg of tetrabutylammonium hydrogen sulfate and 12.3 kg of sodium phosphate dihydrate monobasic, which were dissolved in 32 liters of purified water. After the mixture was washed by the addition of 10 liters of purified water, 318 kg of 12percent sodium hyperchlorite was added to the mixture, followed by EPO General procedure: To a 200 ml-four-necked flask with a thermometer, 75.0 g of tetrahydroffiran (1.04 mol; manufactured by Nacalai Tesque, Inc.), 5.1 g of magnesium powder (0.208 mol; manufactured by Chuo-kosan), 1.7 g of LiC1 (0.04 mol; manufactured by Nacalai Tesque, Inc.) were placed and the mixture was stirred while the inside of the system was substituted with a nitrogen gas. To this, 0.5 g of 1 mol/L ethylmagnesium bromide THF solution (manufactured by Tokyo Chemical Industry Co., Ltd.) was added and water in the system was removed. Subsequently, 0.44 g of ethyl bromide (0.004 mol; manufactured by Wako Pure Chemical Industries, Ltd.) was added thereto. The mixture was stirred for a while; and the generation of heat was confirmed. Subsequently, 36.1 g of o-chlorobenzotrifluoride (0.2 mol; manufactured by Wako Pure Chemical Industries, Ltd.) was gradually added dropwise, while the temperature of the reaction solution was kept at 45 to 50° C. After the completion of the dropwise addition, the mixture was allowed to mature while stirred at 45° C. for five hours, thereby obtaining a Grignard reagent solution.10043] Next, to a 200 ml-four-necked flask with a thermometer, 30.6 g of acetic anhydride (0.3 mol; manufactured by Wako Pure Chemical Industries, Ltd.), 10.8 g of toluene (0.3 fold by weight/o-chlorobenzotrifluoride: manufactured by Wako Pure Chemical Industries, Ltd.) were placed and the mixture was stirred in a water bath while the inside of the system was substituted with a nitrogen gas. To this, the above Grignard reagent solution was added dropwise while the temperature of the reaction solution was controlled so as to be 20 to 30° C. The entire volume of the Grignard reagent solution was added dropwise and then the mixture was stirred at 25° C. for two hours. After the completion of the stirring, the temperature of the reaction solution was decreased to room temperature; and 39.2 g of 3percent hydrogen chloride aqueous solution was gradually added dropwise thereto in a water bath. Afier the dropwise addition, the hydrolysis was completed by stirring for one hour. After the hydrolysis, the stirring was stopped; and the resultant was lefi to stand for separation, thereby obtaining an oil phase containing o-trifluoromethyl acetophenone. The obtained oil phase was analyzed by a gas chromatography method (GC) and as a result, the yield of 2’-trifluoromethyl acetophenone reaction was 82.7percent (based on the raw material, o-chlorobenzotrifluoride). A reaction was carried out in the same manner as described in except that 36.1 g (0.2 mol) of o-chlorobenzotrifluoride was altered to 45.0 g (0.2 mol) of o-bromobenzotrifluoride in Example 1. The obtained oil phase was analyzed by a gas chromatography method; and as a result, the yield of 2’-tri- fluoromethyl acetophenone reaction was 85.5percent (based on the raw material, o-bromobenzotrifluoride). [0054] A reaction was carried out in the same manner as described in Comparative except that 45.0 g (0.2 mol) of m-bromobenzotrifluoride was altered to 45.0 g (0.2 mol) of p-bromobenzotrifluoride in Comparative Example 1. The obtained oil phase was analyzed by a gas chromatography method; and as a result, the yield of 4’-trifluoromethyl acetophenone reaction was 40.0percent (based on the raw material, p-bromobenzotrifluoride). [0055] A reaction was carried out in the same manner as described in Comparative except that 30.6 g (0.3 mol) of acetic anhydride was altered to 39.0 g (0.3 mol) of propionic anhydride in Comparative The obtained oil phase was analyzed by a gas chromatography method; and as a result, the yield of 4’-trifluoromethyl propiophenone was 34.5percent (based on the raw material, p-bromobenzotrifluoride).

Molecular Weight:202.17
XLogP3:3.1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:202.06054939
Monoisotopic Mass:202.06054939
Topological Polar Surface Area:17.1
Heavy Atom Count:14
Complexity:202
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes