ChemicalBook CAS DataBase List 5-Methoxy-1-[4-(trifluoromethyl)phenyl]-1-pentanone

5-Methoxy-1-[4-(trifluoromethyl)phenyl]-1-pentanone synthesis

6synthesis methods

Product Name:5-Methoxy-1-[4-(trifluoromethyl)phenyl]-1-pentanone
CAS Number:61718-80-7
Molecular formula:C13H15F3O2
Molecular Weight:260.25

17913-18-7

2967-66-0

5-Methoxy-1-[4-(trifluoromethyl)phenyl]-1-pentanone

61718-80-7

Under nitrogen atmosphere, 1500 mL of anhydrous tetrahydrofuran and 108 g of magnesium shavings were added to the reaction flask, followed by a few drops of iodomethane as initiator. The reaction system was warmed to 75 °C and stirred until the magnesium shavings were completely dissolved. Slowly 602.1 g of 1-chloro-4-methoxybutane was added dropwise, and after completion of the dropwise addition, the reaction was kept at a constant temperature for 13 hours. After the reaction was complete, cooled to room temperature, then 45.88 g of methyl 4-(trifluoromethyl)benzoate prepared in step 1 was slowly added dropwise at a controlled rate of 5 g per min. After completion of the dropwise addition, the reaction mixture was heated to 70 °C and maintained at a constant temperature for 4-6 hours. After the reaction was complete, it was cooled to room temperature and acidified by slowly adding ice hydrochloric acid to the reaction solution. The reaction mixture was extracted with tetrahydrofuran and the organic phases were combined and concentrated. The aqueous phase was further extracted with dichloromethane and the organic phase was combined with the previously concentrated tetrahydrofuran phase. The combined organic phases were dried with anhydrous sodium sulfate, filtered and concentrated to give 152.36 g of 1-[4-(trifluoromethyl)phenyl]-5-methoxyvalerophenone in 90.5% yield.

17913-18-7 Synthesis

17913-18-7
149 suppliers
$10.00/1g

2967-66-0
272 suppliers
$5.00/5g

61718-80-7
217 suppliers
$35.00/10mg

Yield:61718-80-7 90.5%

Reaction Conditions:

Stage #1: 4-(methoxy)-1-chlorobutanewith magnesium;methyl iodide in tetrahydrofuran at 75; for 13 h;Inert atmosphere;
Stage #2: methyl 4-(trifluoromethyl)benzoate in tetrahydrofuran at 20 - 70;Inert atmosphere;

Steps:

2.2 The synthesis method of 1-p-trifluorotolyl-5-methoxy-pentanone, the specific synthesis process is as follows:

(2) Under the protection of nitrogen, add 1500 mL of anhydrous tetrahydrofuran and 108 g of magnesium turnings to the flask, and add a few drops of methyl iodide to raise the temperature to 75 ° C.After stirring and dissolving, 602.1 g of 1-chloro-4-methoxybutane was added dropwise. After the completion of the dropwise addition, the reaction was kept at a constant temperature for 13 hours. After cooling to room temperature, 45.88 g of methyl p-trifluoromethylbenzoate prepared in the step 1 was added dropwise. ,5 g was added dropwise per minute, and the mixture was heated to 70 ° C for 4-6 hours. After being completely cooled, glacial hydrochloric acid was poured into the reaction solution.The solvent tetrahydrofuran is separated by extraction, and the extracted tetrahydrofuran is concentrated. The aqueous layer obtained after extraction is extracted with dichloromethane, and the oil phase is added to the concentrate of tetrahydrofuran.The extract product was obtained, and the obtained product was dried and dried over anhydrous sodium sulfate, and evaporated to give 152.36 g of the product 1- p-trifluorotolyl-5-methoxy-pentanone.The yield of the product was 90.5%, and the reaction structural formula is shown in Fig. 1.

References:

CN108191630,2018,A Location in patent:Paragraph 0024; 0025; 0027

4457-67-4 Synthesis