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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1584360Generated: November 2, 2026

Water → 2-Acetoxy-4-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]butyronitrile

https://huagongshe.com/reaction/1584360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetic AnhydrideHCID 7918—
ReactantSodium CyanideHCID 8929—
Reactant3-[3-Methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]propionaldehydeHCID 21224462—
CatalystBenzyltributylammonium chlorideHCID 159952—
SolventDichloromethaneHCID 6344—
Product2-Acetoxy-4-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]butyronitrileHCID 2122442494%

Reaction Steps

A mixture of 3-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]propionaldehyde (1.79 g), sodium cyanide (0.3 g), acetic anhydride (0.62 g), benzyltributylammonium chloride (0.79 g), water (12 ml) and dichloromethane (35 ml) was stirred for 15 hours at room temperature. The organic layer was separated, which was washed with water and dried (MgSO4), followed by distilling off the solvent. The resulting oily product was subjected to column chromatography on silica gel. From the fraction eluted with ethyl acetate-hexane (1:3, v/v), was obtained 2-acetoxy-4-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]butyronitrile (2.0 g, 94%),

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05932601
Source datasetuspto-grants-1999_08
ORD IDord-6179b7c9046844bdbc563fbefd86fec1
Source noteuspto-grants-1999_08