Acetonitrile → HCID 87359877, compound
Reaction equation
[CH2:1]=[C:2]1[O:6][C:4](=[O:5])[CH2:3]1.C(N[CH2:10][CH2:11][OH:12])C.[C:13](#[N:15])[CH3:14]>>[CH2:13]([N:15]([CH:11]([OH:12])[CH3:10])[C:4](=[O:5])[CH2:3][C:2](=[O:6])[CH3:1])[CH3:14]Participants
Conditions
- Temperature
- -2.5 °C
Procedure
Acetonitrile (692.5 g) and diketene (46.5 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-(ethylamino)ethanol were simultaneously added dropwise for 4 hours at a rate of 220 g/h and 233.5 g/h, respectively. During the addition, cooling was suitably conducted to maintain the temperature in the flask at −5 to 0° C. Thereafter, 30 g of 2-(ethylamino)ethanol was added dropwise at a rate of 233.5 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 40 to 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-(N-ethyl-N-(2-acetylacetyl)aminoethanol.
Workup
- temperaturethe mixture was cooled so that the temperature in the flask
- customwas lowered to −5 to 0° C
- additionDuring the addition
- temperaturecooling
- temperatureThe resultant was heated to room temperature and aged for 12 hours
- customwas removed under reduced pressure
Sources & evidence
- ORD record
- ord-5bcd73870a4e4c6d8c0f4875700d9299
- Source dataset
- uspto-grants-2011_08
- Patent number
- US07999015B2
Reaction notes
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