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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 248383Generated: November 1, 2026

Diethyl Ether → HCID 19759462, compound

https://huagongshe.com/reaction/248383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
ReactantHCID 19759235HCID 19759235—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
ProductHCID 19759462HCID 1975946234.7%

Reaction Conditions

Temperature5 °C

Reaction Steps

To a solution of 1-(4-ethoxycarbonylphenyl)-4-hydroxymethylpyrrole-2-carbonitrile (500 mg) in dichloromethane (5.5 ml) was added trifluoroacetic acid (2.8 ml) and triethylsilane (652 μl) in that order at 5° C. under nitrogen. The mixture was stirred at 5° C. for one and half hours and at ambient temperature for one hour and then poured into a mixture of diethyl ether and n-hexane (1:1). The mixture was washed with saturated sodium bicarbonate solution and brine, dried, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (elution by ethyl acetate/n-hexane=1/10) to yield 1-(4-ethoxycarbonylphenyl)-4-methylpyrrole-2-carbonitrile (163 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05210092
Source datasetuspto-grants-1993_05
ORD IDord-b5009f5feb0f4131a6bdf1132bcb123c
Source noteuspto-grants-1993_05