Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190453Generated: November 3, 2026

Sodium Cyanide → HCID 57386575, compound

https://huagongshe.com/reaction/2190453

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
ReactantBenzoic acid, 3-(bromomethyl)-2-chloro-, methyl esterHCID 57386060—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 57386575HCID 5738657579%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of methyl 3-(bromomethyl)-2-chlorobenzoate (748 mg, 2.84 mmol) in N,N-dimethylformamide (7 mL) was added sodium cyanide (412 mg, 8.41 mmol), and the mixture was stirred under a nitrogen stream at 80° C. for 1 hr. The reaction mixture was diluted with a mixed solvent of ethyl acetate and hexane (1:1). The solution was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and filtered. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=98/2→80/20) and crystallized from ethyl acetate/hexane to give the title compound (470 mg, 79%) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324395B2
Source datasetuspto-grants-2012_12
ORD IDord-c26f01914bba40f6afd375405423e8a9
Source noteuspto-grants-2012_12