Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2,4′-Difluoro-3-(methoxymethoxy)-1,1′-biphenyl | HCID 90423641 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 118037657 | HCID 118037657 | — |
Reaction Steps
n-Butyllithium (1.6 M hexane solution, 52.2 mL) was added at −78 C to an anhydrous THF (200 mL) solution of 2,4′-difluoro-3-(methoxymethoxy)biphenyl (19.0 g) in an argon atmosphere, and then, the mixture was stirred at −78 C for 1 hour. DMF (12.9 mL) was added thereto, and then, the mixture was stirred for 3 hours in an argon atmosphere while heated from −78 C to 0 C. A saturated aqueous solution of ammonium chloride was added to the reaction mixture at room temperature, followed by extraction with ethyl acetate. The organic layer was separated, then washed with saturated saline, and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The obtained residue was solidified with hexane to obtain the title compound (16.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09120777B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-74d3b1e4b91f4c5e9994c78ca8bfc8f0 |
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| Source note | uspto-grants-2015_09 |
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