Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 2,3,5-Trifluoro-4-methylaniline | HCID 18425019 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 23358997 | HCID 23358997 | — |
Reaction Steps
To conc. sulfuric acid (3 ml) is added sodium nitrite (0.3 g). The mixture is stirred at.70° C. for 10 minutes and then cooled to below 40° C. and thereto a solution of 2,3,5-trifluoro-4-methylaniline (0.48 g) in acetic acid (5 ml) is added dropwise below 40° C. After stirring for 30 minutes, the reaction mixture is added dropwise to a solution of copper (I) chloride (1.04 g) in conc. hydrochloric acid (10.4 ml) and the mixture is stirred at 80° C. for 30 minutes and then cooled. The resultant is poured into ice-water, extracted with dichloromethane, and the extract is .washed with water and dried. The solvent is distilled off under reduced pressure and purified by silica-gel column-chromatography (eluent; dichloromethane: n-hexane =1 : 4) to give 2,3,6-trifluoro-4-chlorotoluene (0.22 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05495020 |
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| Source dataset | uspto-grants-1996_02 |
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| ORD ID | ord-12e6197cf5fb4147a6113038baa1b815 |
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| Source note | uspto-grants-1996_02 |
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