Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl phenylmalonate | HCID 66514 | — |
| Reactant | Potassium hydride | HCID 82127 | — |
| Reactant | N-Fluorobenzenesulfonimide | HCID 588007 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Diethyl 2-fluoro-2-phenylmalonate | HCID 4246642 | 47% |
Reaction Steps
1 millimole of diethyl phenylmalonate was stirred with potassium hydride in 2 milliliters ether for 30 minutes at -25° C. 1.2 molar equivalents N-fluorobenzenesulfonimide prepared according to Example 1 above in 2 milliliters ether were dropped into the mixture which was stirred for 1 hour at -20° C. The mixture was allowed to warm up to room temperature and water was added. The product was extracted into ether which was dried and evaporated. Purification was carried out on a silica gel column. C6H5CF(COOCH2CH3)2 was obtained in 47% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05254732 |
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| Source dataset | uspto-grants-1993_10 |
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| ORD ID | ord-89ade536182d46b086d4d518e6d9e093 |
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| Source note | uspto-grants-1993_10 |
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