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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 53215Generated: October 25, 2026

Toluene → HCID 54522417, compound

https://huagongshe.com/reaction/53215

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTriethyl phosphonoacetateHCID 13345—
ReactantSodium hydrideHCID 24758—
Reactant6-Methyl-3-pyridinecarboxaldehydeHCID 10192566—
ProductHCID 54522417HCID 5452241787.6%

Reaction Steps

A solution of 0.55 g (4.54 mmol) of 2-methylpyridine-5-carboxaldehyde in toluene was added dropwise into a cool suspension of 1.12 g (5 mmol) of ethyl diethylphosphonoacetate and 0.12 g (5 mmol) of NaH in toluene and the resulting solution was allowed to react at 65° C. for 30 min. After cooling, the mixture was filtered through SUPERCEL™ (wash SUPERCEL™ with ether) and concentrated in vacuo to yield 0.71 g (87.6%) of ethyl β-(2-methylpyridin-3-yl)acrylate (cis/trans mixture), which was further purified through a silica plug (hexane/ethyl acetate, 1:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05618821
Source datasetuspto-grants-1997_04
ORD IDord-d279a738fa33419eb4b349d328360117
Source noteuspto-grants-1997_04