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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1383368Generated: October 31, 2026

Water → (2-Chloro-5-(boc-amino)phenyl)acetonitrile

https://huagongshe.com/reaction/1383368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
Reactant2-Chloro-5-(boc-amino)benzyl mesylateHCID 22600111—
SolventDimethyl SulfoxideHCID 679—
Product(2-Chloro-5-(boc-amino)phenyl)acetonitrileHCID 2260010565%

Reaction Steps

To a stirred solution of 2-chloro-5-(Boc-amino)benzyl mesylate (from step (ii) above) in DMSO was added NaCN (2.9 g; 60 mmol), and the solution was stirred at room temperature overnight. The mixture was poured into water (300 mL) and the water suspension was extracted with ether (4×50 mL). The combined organic layers were washed with water, dried (Na2SO4), and concentrated. After flash chromatography (Si-gel; heptane:EtOAc (8:2)), 5.2 g (65%) of the sub-title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06255301B1
Source datasetuspto-grants-2001_07
ORD IDord-92dee7f7ca264d3498a7382d4a9c3bcd
Source noteuspto-grants-2001_07