HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600928Generated: October 30, 2026
Toluene → (2R)-1-(3'-Fluorobiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanol
https://huagongshe.com/reaction/1600928
Participants
| Role | Name | HCID | Charge |
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| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Fluorophenylboronic acid | HCID 2733986 | — |
| Reactant | (2R)-1-(4-bromophenoxy)-4-(3-pyridyl)-2-butanol | HCID 53756856 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (2R)-1-(3'-Fluorobiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanol | HCID 53684514 | — |
Reaction Steps
Prepared according to the method described in Example 33a) from toluene (5 ml), ethanol (3 ml), aqueous sodium carbonate (2 M, 1 ml), (2R)-1-(4-bromophenoxy)-4-(3-pyridyl)-2-butanol (0.25 g), ethanol (1 ml), 3-fluorobenzeneboronic acid (0.16 g) and tetrakis(triphenylphosphine)palladium(0) (60 mg) with heating at 110° C. for 4 hours. The residue obtained after work up was purified by column chromatography over silica eluting with ethyl acetate to give the title compound after trituration with diethyl ether:hexane (1:1) as a white solid (0.13 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05977105 |
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| Source dataset | uspto-grants-1999_11 |
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| ORD ID | ord-d4f1860d1a0d443a9e1481766ec451a4 |
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| Source note | uspto-grants-1999_11 |
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