Acetic Anhydride → (1-Ethoxyethylidene)malononitrile

Into a 250-mL 3-necked round-bottom flask, was placed malononitrile (20.4 g, 309.09 mmol, 1.00 equiv) at room temperature. To the resulting mixture was then added 1,1,1-triethoxyethane (50 g, 308.64 mmol, 1.00 equiv), in portions at room temperature. To the resulting mixture was then added acetic anhydride (72 g, 705.88 mmol, 2.28 equiv), in portions at room temperature. The resulting solution was heated to reflux for 3 hr. The resulting mixture was concentrated under vacuum, then cooled with a water/ice bath. The solids were collected by filtration to yield 2-(1-ethoxyethylidene)malononitrile as a white solid.

1. customInto a 250-mL 3-necked round-bottom flask, was placed
2. customat room temperature
3. customat room temperature
4. customat room temperature
5. temperatureThe resulting solution was heated
6. temperatureto reflux for 3 hr
7. concentrationThe resulting mixture was concentrated under vacuum
8. temperaturecooled with a water/ice bath
9. filtrationThe solids were collected by filtration

ORD record

ord-5477a329b1b04fd7853d9aa383ddd7bd

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08822447B2