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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600977Generated: October 29, 2026

Toluene → HCID 53696716, compound

https://huagongshe.com/reaction/1600977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant3-Benzyloxy-phenylboronic acidHCID 2734313—
Reactant(2R)-1-(4-bromophenoxy)-4-(3-pyridyl)-2-butanolHCID 53756856—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
ProductHCID 53696716HCID 5369671683.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

Prepared according to the method described in Example 33a) from (2R)-1-(4-bromophenoxy)-4-(3-pyridyl)-2-butanol (0.97 g, Example 40a), 3-(benzyloxy)benzeneboronic acid (1.0 g, Example 93b), tetrakis(triphenylphosphine)palladium(0) (0.09 g), toluene (7.5 ml), ethanol (2 ml) and aqueous sodium carbonate (2 M, 3.5 ml) with heating at 120° C. for 2 hours 30 minutes. After work up the residue was purified by column chromatography over silica eluting with methanol:dichloromethane (5:95) to give the title compound as a white solid (1.07 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05977105
Source datasetuspto-grants-1999_11
ORD IDord-98d59e76a8d8449a9b332d77aedc25f8
Source noteuspto-grants-1999_11