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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1408756Generated: November 1, 2026

Cesium carbonate → HCID 58424615, compound

https://huagongshe.com/reaction/1408756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-Cyanophenylboronic acidHCID 2734325—
ReactantHCID 58424358HCID 58424358—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58424615HCID 5842461556.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 6-bromo-2′,2′-dimethylspiro[chroman-2,5′-[1,3]dioxan]-4-one (498 mg, 1.5 mmol), 3-cyanophenylboronic acid (440 mg, 3.0 mmol) and Cs2CO3 (1.460 mg, 4.5 mmol) in 1,4-dioxane (4 mL) and H2O (0.5 mL) in a 10 mL CEM microwave test tube was added PdCl2(PPh3)2 (75 mg). After degassed by purging with N2, the mixture was heated to 100° C. for 5 min in a CEM microwave reactor. The solvent was removed under reduced pressure and the residue was purified by flash chromatography on silica gel (12 g, eluted with ethyl acetate in hexane 0-30%) give 3-(2′,2′-dimethyl-4-oxospiro[chroman-2,5′-[1,3]dioxane]-6-yl)benzonitrile as a yellowish solid (298 mg). MS ESI+ve m/z 350 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921359B2
Source datasetuspto-grants-2014_12
ORD IDord-23d1720fec954a979dd6e0cd910adf33
Source noteuspto-grants-2014_12