Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 11184524 | HCID 11184524 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11207006 | HCID 11207006 | 75.3% |
Reaction Steps
A solution of 1.36 g (5.23 mmol) of methyl 3-fluoro-4′-methoxy-1,1′-biphenyl-4-carboxylate from Example 36A in 10 ml of anhydrous THF is added dropwise to 3.14 ml (3.14 mmol) of a 1 M solution of lithium aluminum hydride in anhydrous THF at 0° C. The mixture is stirred at 0° C. for 2 h. Then 10 ml of saturated ammonium chloride solution are cautiously added and, after dilution with ethyl acetate, the organic phase is separated off. The organic phase is washed successively with water and saturated sodium chloride solution, dried over sodium sulfate and, after filtration, freed of solvent. The resulting crude product is purified by flash chromatography (silica gel; mobile phase: cyclohexane/ethyl acetate 5:1). 914 mg (3.94 mmol, 73% yield) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07998988B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-8e9773d64ad94086bfcdb7363fd5cb2d |
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| Source note | uspto-grants-2011_08 |
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