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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600962Generated: November 1, 2026

Toluene → (+/-)-1-(3'-Methoxybiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanol

https://huagongshe.com/reaction/1600962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant(3-Methoxyphenyl)boronic acidHCID 2734370—
Reactant(+/-)-1-(3-Bromophenoxy)-4-(3-pyridyl)-2-butanolHCID 21830708—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
Product(+/-)-1-(3'-Methoxybiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanolHCID 21830673—

Reaction Conditions

Temperature120 °C

Reaction Steps

Prepared according to the method as described in Example 33a) from toluene (8 ml), aqueous sodium carbonate (2 M, 2.47 ml), 3-methoxybenzeneboronic acid (0.413 g), ethanol (2 ml), (±)-1-(3-bromophenoxy)-4-(3-pyridyl)-2-butanol (0.79 g, Example 56a) and tetrakis(triphenylphosphine)palladium(0) (0.071 g) with heating at 120° C. for 4 hours. After work up the residue was purified by column chromatography over silica with ethyl acetate to give the title compound as a white solid after trituration with ether:hexane (0.27 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05977105
Source datasetuspto-grants-1999_11
ORD IDord-5ad339865b9b44d59b50af31e4abdc66
Source noteuspto-grants-1999_11