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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662311Generated: October 30, 2026

Cesium fluoride → Methyl 3-(3-(((2-methyl-3'-(methyloxy)-1,1'-biphenyl-4-yl)methyl)oxy)phenyl)propanoate

https://huagongshe.com/reaction/1662311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant(3-Methoxyphenyl)boronic acidHCID 2734370—
ReactantMethyl 3-(3-(((4-bromo-3-methylphenyl)methyl)oxy)phenyl)propanoateHCID 57705740—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductMethyl 3-(3-(((2-methyl-3'-(methyloxy)-1,1'-biphenyl-4-yl)methyl)oxy)phenyl)propanoateHCID 5770599582.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a 2 dram vial charged with methyl ester 1.3 (0.0700 g, 0.193 mmol), tetrakis(triphenylphosphine)palladium (0) (0.0445 g, 0.0385 mmol), cesium fluoride (0.0356 mL, 0.964 mmol), and 3-methoxyphenylboronic acid (available from Aldrich) (0.0878 g, 0.578 mmol), was added DME (1 mL). The resulting mixture was then heated at 85° C. overnight. The reaction was allowed to cool and then filtered and concentrated. The crude product was purified by combiflash (0 to 20% EtOAc/hexanes) yielding 1.4 (0.0624 g, 82.9% yield). MS ESI (pos.) m/e: 391.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030354B2
Source datasetuspto-grants-2011_10
ORD IDord-9ab292c40266432a8fbf6f7a8cb87804
Source noteuspto-grants-2011_10