Ethanolamine → N-(2-hydroxyethyl)acetoacetamide

Temperature

-2.5 °C

Acetonitrile (825 g) and diketene (55.0 g) were introduced into a 5,000 mL four-necked flask, and the mixture was cooled so that the temperature in the flask was lowered to −5 to 0° C. Diketene and 2-aminoethanol were simultaneously added dropwise for 4 hours at a rate of 261.5 g/h and 190 g/h, respectively. In such a case, about 2 hours after the commencement of dropwise addition, the reaction system became uneven, causing stirring difficulty. Therefore, cooled acetonitrile (1,000 g) was further added thereto, and dropwise addition was continued under a suspended state. During the addition, cooling was conducted to maintain the temperature in the flask at −5 to 0° C. Thereafter, 25 g of 2-aminoethanol was added dropwise at a rate of 190 g/h. The resultant was heated to room temperature and aged for 12 hours. Then, while the mixture in the flask was heated to a temperature of 50° C., acetonitrile was removed under reduced pressure, and the resulting mixture was finally kept at a pressure of about 0.001 for 4 hours, to thereby produce about 1,850 g of 2-(acetoacetamido)ethanol.

1. temperaturethe mixture was cooled so that the temperature in the flask
2. customwas lowered to −5 to 0° C
3. additionIn such a case, about 2 hours after the commencement of dropwise addition
4. additionwas further added
5. additiondropwise addition
6. additionDuring the addition
7. temperaturecooling
8. temperatureThe resultant was heated to room temperature and aged for 12 hours
9. customwas removed under reduced pressure

ORD record

ord-12028d63560e4544865e51017354ddf8

Source dataset

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07999015B2