HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 66968831, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Dabco | HCID 9237 | — |
| Reactant | (3E)-4-Methoxy-3-buten-2-one | HCID 639675 | — |
| Reactant | HCID 16077530 | HCID 16077530 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethylene Glycol Monomethyl Ether | HCID 8134 | — |
| Product | HCID 66968831 | HCID 66968831 | 40.6% |
Reaction Steps
A solution (30 mL) of 2-cyano-N-(3,5-difluorophenyl)acetamide (3.10 g, 16.0 mmol), (3E)-4-methoxybut-3-en-2-one (2.40 g, 24.0 mmol) and 1,4-diazabicyclo[2.2.2]octane (2.70 g, 24.0 mmol) in 2-(2-methoxyethoxy)ethanol was stirred at 130° C. for 12 hr. After cooling to room temperature, the reaction solution was divided into two layers with ethyl acetate and water and subjected to extraction (3 times) with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure, and the obtained residue was washed with ethyl acetate and collected by filtration to give the title compound (1.60 g, 40%) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445509B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-37c2b7c6921e474b90c0da4cf39cc740 |
| Source note | uspto-grants-2013_05 |