HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Bis(4-fluorophenyl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Fluorobenzene | HCID 10008 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Benzeneacetonitrile, 4-fluoro- | HCID 68016 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Product | Bis(4-fluorophenyl)acetonitrile | HCID 1203651 | — |
Reaction Steps
70 Parts of 4-fluorobenzeneacetonitrile were heated at 120° C. and there were added dropwise 83 parts of bromine and stirring was continued for 30 minutes. The resulting reaction mixture was added dropwise to a stirred mixture (room temperature) of 85 parts of aluminium chloride and 200 parts of fluorobenzene (exothermic reaction: temperature rises to 50° C.). After stirring for 30 minutes at 50° C., the reaction mixture was poured onto a mixture of crushed ice and 75 parts of hydrochloric acid solution. The product was extracted with methylbenzene. The extract was dried and evaporated. The residue was crystallized twice from 2-propanol, yielding 51 parts of 4-fluoro-α-(4-fluorophenyl)benzeneacetonitrile, mp. 63.5° C. (intermediate 13).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04766125 |
| Source dataset | uspto-grants-1988_08 |
| ORD ID | ord-d048b2236c894727adda9ebde0265e25 |
| Source note | uspto-grants-1988_08 |