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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 233285Generated: October 26, 2026

Dimethylformamide → (E)-3-[2-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]-5-pyridyl]acrylonitrile

https://huagongshe.com/reaction/233285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantLithium CarbonateHCID 11125—
ReactantLithium BromideHCID 82050—
Reactant2-Bromo-3-[2-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]-5-pyridyl]propionitrileHCID 10938527—
SolventWaterHCID 962—
Product(E)-3-[2-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]-5-pyridyl]acrylonitrileHCID 2336135189%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 2-bromo-3-[2-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]-5-pyridyl]propionitrile (4.5 g), lithium bromide (LiBr) (1.14 g), lithium carbonate (Li2CO3) (2.17 g) and N,N-dimethylformamide (50 ml) was stirred for 2.5 hours at 120° C. The reaction mixture was poured into water, which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water and dried (MgSO4), then the solvent was distilled off under reduced pressure to leave (E)-3-[2-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]-5-pyridyl]acrylonitrile (3.2, 89%), which was recrystallized from ethyl acetate--hexane to give pale yellow crystals, m.p.116°-117° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05591862
Source datasetuspto-grants-1997_01
ORD IDord-aa643455dbce476a92fbbdb8646e5997
Source noteuspto-grants-1997_01