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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 984042Generated: October 29, 2026

Hydrochloric Acid → HCID 22312896, compound

https://huagongshe.com/reaction/984042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
Reactant4-Chlorobenzyl cyanideHCID 241582—
ReactantHCID 628318HCID 628318—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 22312896HCID 2231289646.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

NaH (0.0772 mol) was added portionwise at 0° C. under N2 flow to a mixture of 4-chloro-benzeneacetonitrile (0.0643 mol) in DMF (50 ml). The mixture was stirred at 0° C. under N2 flow for 1 hour. A mixture of 1,3-dibromo-2-methoxy-5-nitro-benzene (0.0643 mol) in DMF (50 ml) was added at 0° C. under N2 flow. The mixture was stirred at RT for 3 hours, hydrolized with H2O and HCl 3N and extracted with EtOAc. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/cyclohexane 60/40). The pure fractions were collected and the solvent was evaporated, yielding 12.8 g (46%) of (±)-2,6-dibromo-α-(4-chlorophenyl)-4-nitrobenzeneacetonitrile (interm. 76).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06867207B2
Source datasetuspto-grants-2005_03
ORD IDord-a3fa5d9219814adf95b48e0b86662397
Source noteuspto-grants-2005_03