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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092905Generated: October 25, 2026

Hydrochloric Acid → (4-Chloro-phenyl)-prop-2-ynyloxy-acetonitrile

https://huagongshe.com/reaction/1092905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTrimethylsilyl cyanideHCID 82115—
Reactant1-(Bis-prop-2-ynyloxy-methyl)-4-chloro-benzeneHCID 57688614—
Catalystbismuth(III) bromideHCID 82232—
SolventDichloromethaneHCID 6344—
Product(4-Chloro-phenyl)-prop-2-ynyloxy-acetonitrileHCID 5768860863%

Reaction Steps

Under an atmosphere of nitrogen, trimethylsilyl cyanide (3.1 g) is added to bismuth (III)bromide (0.22 g) and 1-(bis-prop-2-ynyloxy-methyl)-4-chloro-benzene (6.7 g) in dichloromethane (50 ml) at room temperature. The reaction mixture is stirred for 48 hours at room temperature and then poured into 0.5 M hydrochloric acid (50 ml). The organic phase is separated, dried (magnesium sulfate) and evaporated. Crude (4-chloro-phenyl)-prop-2-ynyloxy-acetonitrile (3.7 g) is obtained as oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129560B2
Source datasetuspto-grants-2012_03
ORD IDord-67223f3a283240e8b58aa12805df4b8c
Source noteuspto-grants-2012_03