Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 15592688 | HCID 15592688 | — |
| Reactant | Sodium Hypochlorite | HCID 23665760 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 14074439 | HCID 14074439 | — |
Reaction Steps
9.38 g (0.035 mol) of 2,2,2-trifluoro-1-(6-phenoxy-2-pyridyl)ethanol and 0.58 g (0.0017 mol) of tetrabutylammonium hydrogen sulfate are dissolved in 200 ml of methylene chloride at room temperature. 22 ml (0.042 mol) of an approximately 12% strength sodium hypochlorite solution are metered in within 15 minutes with vigorous stirring and the mixture is stirred for a further 4 hours during which the reaction temperature rises to 30° C. The reaction mixture is added to 200 ml of water, the phases are separated, the aqueous phase is extracted several times with methylene chloride and the combined organic phases are washed with saturated aqueous sodium chloride solution. After drying the organic phase with sodium sulfate, the volatiles are distilled off. Following distillation of the crude product in a kugelrohr (0.4 mbar, 180° C. bath temperature), 4.75 g (50.6% of theory) of 6-phenoxy-2-trifluoroacetylpyridine are obtained. nD20 : 1.5298.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05608062 |
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| Source dataset | uspto-grants-1997_03 |
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| ORD ID | ord-58cfd87c455f493fa304bbc80d2a5d06 |
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| Source note | uspto-grants-1997_03 |
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