Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Chloro-5-nitrobenzotrifluoride | HCID 61213 | — |
| Reactant | Benzeneacetonitrile, 4-fluoro- | HCID 68016 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21483174 | HCID 21483174 | — |
Reaction Steps
To a stirred and warmed (30° C) mixture of 105 parts of 1-chloro-4-nitro-2-(trifluoromethyl)benzene, 10 parts of N,N,N-triethylbenzenemethanaminium chloride, 900 parts of sodium hydroxide solution 50% and 135 parts of tetrahydrofuran is added dropwise a mixture of 67.5 parts of 4-fluorobenzeneacetonitrile and 450 parts of tetrahydrofuran (exothermic reaction: temperature rises to 50° C). Upon completion, stirring is continued for 5 hours at 60° C. After cooling, the reaction mixture is poured onto crushed ice and the whole is acidified with a concentrated hydrochloric acid solution, while cooling. The product is extracted with methylbenzene. The extract is washed with water, dried filtered and evaporated. The residue is suspended in a mixture of 2,2'-oxybispropane and petroleumether. The product is filtered off, yielding α-(4-fluorophenyl)-4-nitro-2-(trifluoromethyl)-benzeneacetonitrile; mp. 68° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04005218 |
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| Source dataset | uspto-grants-1977_01 |
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| ORD ID | ord-d4902bcdd4c34c82929604f44243aa5b |
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| Source note | uspto-grants-1977_01 |
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