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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474705Generated: November 2, 2026

Sodium hydride → HCID 42643740, compound

https://huagongshe.com/reaction/474705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-Fluoro-2-nitrobenzeneHCID 73895—
Reactant1-(1,1-Dimethylethyl) 6-methyl 3-oxohexanedioateHCID 10911363—
SolventDimethylformamideHCID 6228—
ProductHCID 42643740HCID 4264374059.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

To the suspension of NaH (2.3 g, 57.5 mmol) in DMF (50 mL) was added 2-fluoro-1-nitrobenzene (4.04 g, 28.7 mmol) and 1-(1,1-dimethylethyl) 6-methyl 3-oxohexanedioate (6.6 g, 28.7 mmol). The mixture was heated at 60° C. for 12 h. After cooling to room temperature, the mixture was quenched with NH4Cl aqueous solution, and extracted with ethyl acetate. The combined organic phase was dried over sodium sulfate, filtered, and concentrated. Purification via flash chromatography then afforded the title compound (6.0 g, 45.3% yield). LCMS: rt=4.15 min, [M+H+]=350

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-e05ebb0d2d2f44bcbe72086a28338322
Source noteuspto-grants-2014_01