Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-((5-Bromo-2-chlorophenyl)methyl)phenol | HCID 57423751 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66875668 | HCID 66875668 | 70.4% |
Reaction Steps
To a solution of 4-[(5-bromo-2-chloro-phenyl)methyl]phenol 17b (2.0 g, 6.72 mmol, obtained from the synthetic method described in step 1 of example 17) and benzyl bromide (1.36 mL, 11.4 mmol) in tetrahydrofuran (20 mL) was added potassium carbonate (1.86 g, 13.4 mmol) at room temperature. The mixture was stirred at room temperature for 12 hours. The reaction mixture was quenched with saturated aqueous ammonium chloride and extracted with ethyl acetate (50 mL×3). The combined organic layers were washed with saturated aqueous sodium chloride (50 mL×2), dried over anhydrous sodium sulfate and filtered. The filtrated was concentrated in vacuo and the residue was purified by silica gel chromatography eluted with PE/EtOAc(v/v)=20/1 to give the title compound 25c as a white solid (1.83 g, 70.4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09394329B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-337ee6c7f15a4ca8b60fadfbd95a6bf6 |
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| Source note | uspto-grants-2016_07 |
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