Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1,2-Dibromo-1,1,2,2-tetrachloroethane | HCID 69426 | — |
| Reactant | HCID 68683108 | HCID 68683108 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68682176 | HCID 68682176 | 86.8% |
Reaction Steps
Under a nitrogen atmosphere at −78° C., n-butyllithium (1.56 M hexane solution, 4.84 ml) was added to a tetrahydrofuran (20 ml) solution of 2-(3,5-difluorophenyl)-2-ethyl-1,3-dioxolane (1.01 g). The reaction liquid was stirred at −78° C. for 15 minutes, then a tetrahydrofuran (10 ml) solution of 1,2-dibromo-1,1,2,2-tetrachloroethane (3.07 g) was added. After stirred at room temperature for 45 minutes, water was added to it, and extracted with chloroform. The organic layer was dried with anhydrous sodium sulfate, then the solvent was evaporated off, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=50/1) to obtain the entitled compound (1.20 g) as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07829586B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-5ca91247f0eb4fc2a8ae0b739f007b02 |
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| Source note | uspto-grants-2010_11 |
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