HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 3-(2,4-Dichlorophenyl)-3-oxopropanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzoic acid, 2,4-dichloro-, ethyl ester | HCID 42026 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(2,4-Dichlorophenyl)-3-oxopropanenitrile | HCID 13630728 | 28.1% |
Reaction Steps
A mixture of 43.8 g of ethyl 2,4-dichloro-benzoate and 8.2 g of anhydrous acetonitrile is added dropwise to a suspension of 6.1 g of 80% strength sodium hydride in 100 ml of anhydrous tetrahydrofuran in the course of about 1 hour under reflux. The mixture is heated at the boiling point under reflux for a further hour and cooled to room temperature and 150 ml of ether are added. The precipitate is filtered off with suction and dissolved in 50 ml of ice-water and the solution is acidified to pH =6 with 10% strength hydrochloric acid. The precipitate is filtered off cold with suction, rinsed with ice-water and dried in vacuo at 40° C. 12 g of 2,4-dichlorobenzoylacetonitrile of melting point 96°-98° C. are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04680401 |
| Source dataset | uspto-grants-1987_07 |
| ORD ID | ord-94e729bffc2b4c7eac9f50c464b59ba7 |
| Source note | uspto-grants-1987_07 |