HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Benzeneacetonitrile, 2-chloro-α-(4-chlorophenyl)-4-nitro-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,2-Dichloro-4-nitrobenzene | HCID 7443 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Chlorobenzyl cyanide | HCID 241582 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Benzeneacetonitrile, 2-chloro-α-(4-chlorophenyl)-4-nitro- | HCID 18510711 | 0.1% |
Reaction Steps
) To a stirred and warm (40° C.) mixture of 1,2-dichloro-4-nitrobenzene (0,250 mol), 450 ml of NaOH solution 50%, 0,002 mol of N,N,N-triethylbenzenemethanaminium chloride and 225 ml of tetrahydrofuran is added dropwise a solution of 0,272 mol of 4-chlorobenzeneacetonitrile in 70 ml of tetrahydrofuran. Upon completion, stirring is continued for 5 hours at ±60° C. The reaction mixture is cooled and diluted with water. The whole is acidified with a hydrochloric acid solution and the product is extracted with Et2O. The extract is washed with water, dried, filtered and evaporated, yielding 80 g of 2-chloro-α-(4-chlorophenyl)-4-nitrobenzeneacetonitrile as an oily solution. (interm. 4)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06583141B1 |
| Source dataset | uspto-grants-2003_06 |
| ORD ID | ord-bc9b798c1df642f3b8b46fad0c583a3c |
| Source note | uspto-grants-2003_06 |