Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | HCID 19080720 | HCID 19080720 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86750216 | HCID 86750216 | 63.4% |
Reaction Steps
To a mixture of 0.029 g of sodium hydride in 20 ml of a 1:1 solution of benzene and dimethylformamide were added 0.25 grams of 1,1-bis-(4-trifluoromethylpyrid-3-yl)methanol. After the gas evolution had subsided, 0.14 grams of pivaloyl chloride were added. After stirring for an hour at 50° C., the reaction mixture was partitioned between 25 ml of water and 50 ml of ethyl ether. The ethyl ether layer was washed with water, washed with a saturated sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 0.24 g of the crude product as a light brown semisolid. This crude material was then purified via chromatography on a silica gel column using ethyl acetate-hexane (1:3) as the eluant to afford 0.2 g of 1,1-bis-(4-trifluoromethylpyrid-3-yl)-1-trimethylacetoxymethane as a light brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05595958 |
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| Source dataset | uspto-grants-1997_01 |
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| ORD ID | ord-21f1f54f8df74704af1e012c1d8dc2b6 |
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| Source note | uspto-grants-1997_01 |
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