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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2088770Generated: October 25, 2026

Sodium hydride → (3-Dimethoxymethyl-4-nitro-phenyl)-morpholin-4-yl-phenyl-acetonitrile

https://huagongshe.com/reaction/2088770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMorpholino(phenyl)acetonitrileHCID 85812—
Reactant4-Chloro-2-(dimethoxymethyl)-1-nitrobenzeneHCID 3570093—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
Product(3-Dimethoxymethyl-4-nitro-phenyl)-morpholin-4-yl-phenyl-acetonitrileHCID 58625101—

Reaction Steps

NaH (0.975 mol) was washed with hexane. After the hexane was decanted off, the NaH was stirred in DMF (1950 mL) at room temperature. Morpholin-4-yl-phenyl-acetonitrile (0.70 mol) in DMF (300 mL) was added dropwise under N2 gas. The reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was cooled in an ice bath and 4-chloro-2-dimethoxymethyl-1-nitrobenzene (0.86 mol) in DMF (150 mL) was added dropwise. The reaction mixture was stirred at 0° C. for 2 hours and at room temperature overnight. The reaction mixture was poured on ice/water and extracted with diisopropyl ether. The organic layer washed with water, dried (MgSO4) and evaporated to yield the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436006B2
Source datasetuspto-grants-2013_05
ORD IDord-55a1f5e107c14e8697880f43e929cea7
Source noteuspto-grants-2013_05