Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Ethyl trifluoroacetate | HCID 9794 | — |
| Reactant | 1-(4-(Trifluoromethoxy)phenyl)ethan-1-one | HCID 522821 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178520888 | HCID 178520888 | 83.6% |
Reaction Steps
25 g (122 mmol) 1-(4-Trifluoromethoxy-phenyl)-ethanone were added to a suspension of 16.5 g (147 mmol) potassium-tert-butylate in 250 ml toluene. The suspension was cooled to 2° C. and 17.5 ml (147 mmol) ethyltrifluoroacetate were added within 15 min. The mixture was stirred at ambient temperature for 14 h, cooled to 2° C. and brought to pH 6 with 10% aqueous H2SO4. Twofold extraction with tert-butyl methylether was followed by washing of the combined extracts with brine/ice water 1/1 and drying of the organic layer over sodium sulfate. The solvent was removed under reduced pressure and the residue purified by flash chromatography (silica gel, dichloromethane) to give 30.5 g (102 mmol, 83%) of the title compound as red oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07115611B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-405148a7a1e943418e94a9dbc85cefd0 |
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| Source note | uspto-grants-2006_10 |
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