Benzoyl chloride → Benzamide, N-propyl-

First, 10 g of propylamine, 26 g of triethylamine, and 200 mL of tetrahydrofuran (THF) were put in a 500 mL three-neck flask, and stirred. This mixed solution was cooled in ice, and a mixed solution of 24 g of benzoyl chloride and 50 mL of THF was dripped, and then, the temperature was increased to room temperature and the mixture was stirred for 2 hours. After the stirring, chloroform was added to this mixture, the mixture was washed with water and then a saturated aqueous solution of sodium hydrogen carbonate, and anhydrate magnesium sulfate was added for drying. The mixture after the drying was subjected to gravity filtration, and the filtrate was concentrated to give a solid. This solid was washed with hexane, so that 25 g of N-propylbenzamide was prepared as a white solid with a yield of 92%. The synthetic scheme of Step 1 is shown by (a-15).

1. temperatureThis mixed solution was cooled in ice
2. stirringthe mixture was stirred for 2 hours
3. washthe mixture was washed with water
4. additiona saturated aqueous solution of sodium hydrogen carbonate, and anhydrate magnesium sulfate was added
5. customfor drying
6. filtrationThe mixture after the drying was subjected to gravity filtration
7. concentrationthe filtrate was concentrated
8. customto give a solid
9. washThis solid was washed with hexane, so that 25 g of N-propylbenzamide
10. customwas prepared as a white solid with a yield of 92%

ORD record

ord-2fdccabe2e9c49ffa8046c700f387b4f

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09065061B2