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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641202Generated: October 29, 2026

Potassium Carbonate → 2-Morpholin-4-yl-8-(1-nitro-dibenzofuran-4-yl)-1-benzopyran-4-one

https://huagongshe.com/reaction/641202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttrifluoro-methanesulfonic acid 2-morpholin-4-yl-4-oxo-4H-chromen-8-yl esterHCID 11603298—
Reactant1-Nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzofuranHCID 49857271—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent1,4-DioxaneHCID 31275—
Product2-Morpholin-4-yl-8-(1-nitro-dibenzofuran-4-yl)-1-benzopyran-4-oneHCID 58757162122.4%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of 1-nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-dibenzofuran (12, 0.30 mmol, 0.10 g) in anhydrous dioxane (2 ml) was added trifluoro-methanesulfonic acid 2-morpholin-4-yl-4-oxo-4H-1-benzopyran-8-yl ester (0.24 mmol, 0.091 g, see WO 03/024949), potassium carbonate (0.6 mmol, 0.083 g) and tetrakis (triphenylphosphine) palladium (0.015 mmol, 0.018 g). The reaction vessel was sealed and heated under the influence of microwave radiation (140° C., 10 minutes, low absorption setting). Upon completion the reaction mixture was filtered through a thin pad of silica and the cake washed with CH2Cl2. The solvents were then removed in vacuo to give a light brown solid residue (0.13 g, 100%) which was used without further purification. m/z 443.4 [M+H]+ (Rt=4.76 min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696203B2
Source datasetuspto-grants-2010_04
ORD IDord-90b5023373674645ae61cf39ff88732b
Source noteuspto-grants-2010_04