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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662316Generated: October 30, 2026

Cesium fluoride → Methyl 3-(3-(((2'-(butyloxy)-2-methyl-5'-(methyloxy)-1,1'-biphenyl-4-yl)methyl)oxy)phenyl)propanoate

https://huagongshe.com/reaction/1662316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
ReactantHCID 57705717HCID 57705717—
ReactantMethyl 3-(3-(((4-bromo-3-methylphenyl)methyl)oxy)phenyl)propanoateHCID 57705740—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductMethyl 3-(3-(((2'-(butyloxy)-2-methyl-5'-(methyloxy)-1,1'-biphenyl-4-yl)methyl)oxy)phenyl)propanoateHCID 5770712095%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a 2 dram vial charged with 1.3 (0.0200 g, 0.0551 mmol), tetrakis(triphenylphosphine)palladium (0) (0.0127 g, 0.0110 mmol), cesium fluoride (0.0102 mL, 0.275 mmol), and 2-butoxy-5-methoxyphenylboronic acid 4.2 (0.0247 g, 0.110 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 was purified by combiflash (0 to 20% EtOAc/hexanes) yielding 4.3 (0.0241 g, 95% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030354B2
Source datasetuspto-grants-2011_10
ORD IDord-387de3f967314ec1bd532930eda51fc8
Source noteuspto-grants-2011_10