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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694073Generated: October 30, 2026

Water → 5-Benzyloxy-2-cyanomethylpyridine

https://huagongshe.com/reaction/1694073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
Reactant5-(Benzyloxy)-2-(chloromethyl)pyridineHCID 17854158—
SolventEthanolHCID 702—
Product5-Benzyloxy-2-cyanomethylpyridineHCID 2218138587%

Reaction Steps

To a solution of 5-benzyloxy-2-chloromethyl-pyridine (2.13 g, 9.11 mmol) described in Manufacturing Example 127-1-3 in ethanol (30 mL) and water (10 mL) was added sodium cyanide (580 mg, 11.8 mmol), which was stirred for 4 hours and 25 minutes under reflux. Water was added to the reaction mixture at room temperature, which was extracted with ethyl acetate. The organic layer was separated, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the title compound (1.77 g, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158657B2
Source datasetuspto-grants-2012_04
ORD IDord-f1d82332ed304cbe99220d15863c61b7
Source noteuspto-grants-2012_04