Aniline → Isobutyranilide

First, 26.2 g of aniline, 100 mL of tetrahydrofuran (THF), and 56.9 g of triethylamine (Et3N) were put in a 500 mL three-neck flask, and mixed. Then, under cooling in ice, a mixed solution of 30 g of isobutyryl chloride and 100 mL of THF was dripped through a 50 mL dropping funnel to the above mixed solution, and then the temperature was increased to room temperature and the solution was stirred for 19 hours to be reacted. After the reaction, this mixture was subjected to suction filtration to give a filtrate. The resulting filtrate was washed with water, and then saturated saline, and anhydrate magnesium sulfate was added for drying. After the drying, the mixture was subjected to gravity filtration, and the filtrate was concentrated, so that N-phenylisobutyramide was prepared (a white solid, yield: 91%). The synthetic scheme of Step 1 is shown by (a-10).

1. additionmixed
2. temperatureThen, under cooling in ice
3. customto be reacted
4. customAfter the reaction
5. filtrationthis mixture was subjected to suction filtration
6. customto give a filtrate
7. washThe resulting filtrate was washed with water
8. additionsaturated saline, and anhydrate magnesium sulfate was added
9. customfor drying
10. filtrationAfter the drying, the mixture was subjected to gravity filtration
11. concentrationthe filtrate was concentrated, so that N-phenylisobutyramide
12. customwas prepared (a white solid, yield: 91%)

ORD record

ord-c2e6a5ed43ba4ce29c32ee684f483df9

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09065061B2