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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891834Generated: November 1, 2026

Water → 5-Benzyloxy-2-cyanomethylpyridine

https://huagongshe.com/reaction/1891834

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 numberUS08507530B2
Source datasetuspto-grants-2013_08
ORD IDord-52d6610379054ab2805e79c4b415bb91
Source noteuspto-grants-2013_08