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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1819344Generated: November 1, 2026

Dimethylformamide → HCID 57566815, compound

https://huagongshe.com/reaction/1819344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Iodo-3-nitrobenzeneHCID 12574—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-[3-(Benzyloxy)-4-methoxyphenyl]pyrrolidin-2-oneHCID 14537151—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57566815HCID 5756681557%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a round bottom flask was added 4-(3-benzyloxy-4-methoxyphenyl)-pyrrolidin-2-one (1.76 g, 5.9 mmol), 3-iodonitrobenzene (2.64 g, 10.6 mmol), K3PO4 (2.79 g, 13 mmol), trans-cyclohexanediamine (50 μL), DMF (8 mL) and dioxane (8 mL). The mixture was stirred under N2 for 5 min before the addition of CuI (150 mg). After heating to 110° C. for 20 h, the mixture was cooled to r.t. After filtration, the reaction mixture was diluted with EtOAc (100 mL), washed with saturated NH4Cl, brine and dried over Na2SO4. Concentration and purification by column chromatography on silica gel (EtOAc:hexane=1:3) gave 1.4 g of the desired product. Yield: 57%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601742B2
Source datasetuspto-grants-2009_10
ORD IDord-264eda41177140659e93766d32a0870e
Source noteuspto-grants-2009_10