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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171210Generated: November 2, 2026

Cesium carbonate → HCID 67466825, compound

https://huagongshe.com/reaction/2171210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3H-2-benzofuran-1-oneHCID 58074623—
ReactantHCID 67461721HCID 67461721—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67466825HCID 6746682542.5%

Reaction Conditions

Temperature85 °C

Reaction Steps

A solution of 5(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isobenzofuran-1(3H)-one (325 mg, 1.25 mmol) in dioxane (25 mL) was purged with argon for 1 h, to this was added cesium carbonate (1 g, 3.12 mmol), Pd(PPh3)4 (36 mg, 0.031 mmol) and 1-bromo-3-(cyclopropylmethoxy)-2,4-dimethoxybenzene (300 mg, 1.04 mmol) and the resultant reaction mixture was heated to 80-90° C. for 16 h. The reaction mixture was cooled to RT, filtered through celite and the filtrate was diluted with water and extracted with ethyl acetate (3×). The combined ethyl acetate layers were washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure. Purification of the residue by column chromatography (silica gel, 0-10% ethyl acetate in pet ether) afforded a solid (150 mg, 42.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051290B2
Source datasetuspto-grants-2015_06
ORD IDord-b5c64b599ded4cdf93099e3421648a4f
Source noteuspto-grants-2015_06