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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201914Generated: October 30, 2026

Sodium Carbonate → HCID 118558226, compound

https://huagongshe.com/reaction/2201914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-(4-Bromophenyl)ethanolHCID 72851—
ReactantHCID 44254049HCID 44254049—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
ProductHCID 118558226HCID 118558226—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of (R)-4-(2-(2-methylpyrrolidin-1-yl)ethyl)phenylboronic acid (1.00 g, 4.29 mmol), 2-(4-bromophenyl)ethanol (0.862 g, 4.29 mmol), 2M Na2CO3 (2.145 mL, 4.29 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.149 g, 0.129 mmol) in toluene (3 mL) and MeOH (0.857 mL) was heated at 100° C. under microwave irradiation for 2.5 h. The mixture was extracted with EtOAc, toluene and DCM. The combined organics were concentrated. The residue was purified by column chromatography and recrystallized from EtOAc to give the title compound. LCMS m/z=310.5 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365511B2
Source datasetuspto-grants-2016_06
ORD IDord-45d63fb609f8464da44ab90b20484fc2
Source noteuspto-grants-2016_06