反应详情

First, 16 g of aniline, 200 mL of tetrahydrofuran (THF), 26 g of triethylamine (Et3N) were put in a 500 mL three-neck flask, and stirred under cooling in ice. Then, a mixed solution of 18 g of btyryl chloride and 50 mL of THF was dripped to the above mixed solution through a 100 mL dropping funnel. After the dripping, the mixture was stirred for 2 hours while the temperature was increased to room temperature. After the stirring, the reaction mixture was added to 200 mL of water, and stirred at room temperature. This mixed solution was separated to an organic layer and an aqueous layer, and the aqueous layer was extracted with chloroform. The extract and the previously resulting organic layer were combined, and washed with saturated saline. After the washing, anhydrate magnesium sulfate was added to the organic layer 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 a mixed solvent of chloroform and hexane, so that N-phenylbutyramide was prepared (a white solid, yield: 92%). The synthetic scheme of Step 1 is shown by (a-7).

1. temperatureunder cooling in ice
2. stirringAfter the dripping, the mixture was stirred for 2 hours while the temperature
3. stirringstirred at room temperature
4. customThis mixed solution was separated to an organic layer
5. extractionan aqueous layer, and the aqueous layer was extracted with chloroform
6. extractionThe extract
7. washwashed with saturated saline
8. additionAfter the washing, anhydrate magnesium sulfate was added to the organic layer
9. customfor drying
10. filtrationThe mixture after the drying was subjected to gravity filtration
11. concentrationthe filtrate was concentrated
12. customto give a solid
13. washThis solid was washed with a mixed solvent of chloroform and hexane, so that N-phenylbutyramide
14. customwas prepared (a white solid, yield: 92%)