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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600936Generated: October 30, 2026

Toluene → (2R)-1-(3'-Fluoro-4'-propoxybiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanol

https://huagongshe.com/reaction/1600936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant(3-Fluoro-4-propoxyphenyl)boronic acidHCID 16217197—
Reactant(2R)-1-(4-bromophenoxy)-4-(3-pyridyl)-2-butanolHCID 53756856—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
Product(2R)-1-(3'-Fluoro-4'-propoxybiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanolHCID 5411191661.9%

Reaction Steps

Prepared according to the method described in Example 33a) from toluene (5 ml), aqueous sodium carbonate (2 M, 1 ml), (2R)-1-(4-bromophenoxy)-4-(3-pyridyl)-2-butanol (0.25 g, Example 40a), ethanol (1 ml), 3-fluoro-4-propoxybenzeneboronic acid (0.23 g) and tetrakis(triphenylphosphine)palladium(0) (22 mg) with heating at reflux 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 as a white solid (0.19 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05977105
Source datasetuspto-grants-1999_11
ORD IDord-2e7dba52ad6243f3ab27436f339e66d0
Source noteuspto-grants-1999_11