HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-Chloro-3-(2,6-dibromophenyl)propanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acrylonitrile | HCID 7855 | — |
| Reactant | Tert-Butyl nitrite | HCID 10906 | — |
| Reactant | 2,6-Dibromoaniline | HCID 69098 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Chloro-3-(2,6-dibromophenyl)propanenitrile | HCID 68533042 | — |
Reaction Steps
To 62.4 g (464 mmol/1.2 eq.) of cupric chloride, 76 mL (580 mmol/1.5 eq.) of tert-butyl nitrite and 483 mL (7.34 moles/19 eq.) of acrylonitrile in 475 mL of acetonitrile, at ambient temperature, there is poured, dropwise, over 1 hour, 100 g (386 mmol) of 2,6-dibromoaniline dissolved in 380 mL of acetonitrile. Stirring is carried out for a further 1 hour at ambient temperature, and then the reaction mixture is poured into 1 liter of 20% aqueous hydrochloric acid solution. The aqueous phase is extracted with toluene and the combined toluene phases are washed with aqueous saturated sodium chloride solution. After concentration, the desired product is obtained and used as such in the following Step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076325B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-cb47db6c63c84518ab55de1138953d43 |
| Source note | uspto-grants-2011_12 |