Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methoxymethyl-triphenylphosphonium chloride | HCID 2723798 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 54100496 | HCID 54100496 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86748404 | HCID 86748404 | 69.1% |
Reaction Steps
A suspension of methoxymethyltriphenylphosphonium chloride (112.3 g) in THF (300 ml) was stirred in a nitrogen gas stream, followed by adding potassium-t-butoxide (45.4 g) little by little while cooling at 0° C., stirring the reaction solution at room temperature for one hour, dropwise adding 4-(2'-(3",4",5"-trifluorophenyl)ethyl)cyclohexanone (70 g)in THF (200 ml), raising the temperature of the reaction mixture up to room temperature, further stirring for 2 hours, adding to water (500 ml) after completion of the reaction, extracting with ethyl acetate (500 ml), drying the organic layer over anhydrous MgSO4, concentrating under reduced pressure, and carrying out chromatography treatment on silica gel with ethyl acetate/heptane (1:5), to obtain 4-(2'-(3",4",5"-trifluorophenyl)ethyl)methoxymethylenecyclohexane (53.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05382379 |
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| Source dataset | uspto-grants-1995_01 |
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| ORD ID | ord-f7895341675b4538bdbd5ca979747adc |
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| Source note | uspto-grants-1995_01 |
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