Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Trifop | HCID 181206 | — |
| Reactant | 2-{4-[4-(Trifluoromethyl)phenoxy]phenoxy}propanoyl chloride | HCID 12906015 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 12906001 | HCID 12906001 | 90% |
Reaction Steps
34.5 g of α-[4-(4-trifluoromethylphenoxy)phenoxy]propionyl chloride synthesized by a conventional method (as described in, for example, Synthetic Organic Chemistry, supra) from α-[4-(4-trifluoromethylphenoxy)phenoxy]propionic acid and thionyl chloride was dissolved in 200 ml of benzene, and while maintaining the solution at 20° to 25° C., 19.5 g of aniline was added. The reaction was performed at 30° C. for 1 hour. The reaction product was poured into 300 ml of water to precipitate and washed with water, and then dried with anhydrous sodium sulfate. After drying, benzene was evaporated off, and the residue was recrystallized from a mixture of ethanol and petroleum ether (2:1 by volume) to afford 36 g of the final product having a melting point of 129° to 131° C. The yield was 90%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04314069 |
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| Source dataset | uspto-grants-1982_02 |
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| ORD ID | ord-34b119e09f79431bbd959824a61aa840 |
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| Source note | uspto-grants-1982_02 |
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