Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1370249Generated: October 31, 2026

Hydrochloric Acid → Benzeneacetonitrile, 2-chloro-α-(4-chlorophenyl)-4-nitro-

https://huagongshe.com/reaction/1370249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,2-Dichloro-4-nitrobenzeneHCID 7443—
ReactantSodium HydroxideHCID 14798—
Reactant4-Chlorobenzyl cyanideHCID 241582—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductBenzeneacetonitrile, 2-chloro-α-(4-chlorophenyl)-4-nitro-HCID 185107110.1%

Reaction Steps

) To a stirred and warm (40° C.) mixture of 1,2-dichloro-4-nitrobenzene (0,250 mol), 450 ml of NaOH solution 50%, 0,002 mol of N,N,N-triethylbenzenemethanaminium chloride and 225 ml of tetrahydrofuran is added dropwise a solution of 0,272 mol of 4-chlorobenzeneacetonitrile in 70 ml of tetrahydrofuran. Upon completion, stirring is continued for 5 hours at ±60° C. The reaction mixture is cooled and diluted with water. The whole is acidified with a hydrochloric acid solution and the product is extracted with Et2O. The extract is washed with water, dried, filtered and evaporated, yielding 80 g of 2-chloro-α-(4-chlorophenyl)-4-nitrobenzeneacetonitrile as an oily solution. (interm. 4)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06583141B1
Source datasetuspto-grants-2003_06
ORD IDord-bc9b798c1df642f3b8b46fad0c583a3c
Source noteuspto-grants-2003_06