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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 847013Generated: October 30, 2026

Ethyl Acetate → 2-Cyanomethyl-3-hexadecyloxypropyl benzoate

https://huagongshe.com/reaction/847013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CyanideHCID 8929—
Reactant2-Bromomethyl-3-hexadecyloxypropanol benzoateHCID 53797848—
SolventDimethyl SulfoxideHCID 679—
Product2-Cyanomethyl-3-hexadecyloxypropyl benzoateHCID 54541187100.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 13.845 g (27.9 mM) of 2-bromomethyl-3-n-hexadecyloxypropyl benzoate n3 and 1.439 g (27.9 mM) of sodium cyanide (95% purity) in 150 ml of dimethylsulfoxide is heated at 90° C. for 1 hour. The product is isolated by ethyl acetate extraction. The ethyl acetate layer is washed with water (four times) and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and evaporated to obtain 12.42 g of the crude product of the titled compound n3'.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05138067
Source datasetuspto-grants-1992_08
ORD IDord-bb0dbdf8d9b4421a8c09d5ab7bc707d4
Source noteuspto-grants-1992_08