Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Nitroethane | HCID 6587 | — |
| Reactant | 4-Chloro-alpha,alpha,alpha-trifluoro-3-nitrotoluene | HCID 8462 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 10934323 | HCID 10934323 | 13.6% |
Reaction Steps
0.87 g of sodium carbonate in 5 ml of anhydrous toluene are placed in a 30 ml reaction vessel, and 0.11 g of benzyltriethylammonium chloride and 1.13 g of 4-chloro-3-nitrobenzotrifluoride and 0.38 g of nitroethane are added at the same time. The mixture is stirred for 16 hours at 20° C., 10 ml of water are added and the aqueous phase is separated, then acidified by a 4N solution of sulfuric acid. It is then extracted with 5 ml of methyl t-butyl ether. After removing the organic solvent, 0.18 g of a mixture is obtained which is separated by column chromatography using reverse phase silica eluting with a mixture of water and acetonitrile to obtain 0.12 g of the title compound, m.p. 48° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06696613B2 |
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| Source dataset | uspto-grants-2004_02 |
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| ORD ID | ord-a41c903ad24742d68c436ba338a87aab |
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| Source note | uspto-grants-2004_02 |
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