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HRID 582155Erstellt: 24. Oktober 2026

1,1'-Carbonyldiimidazole → 4-Cyano-4'-[[(3-ethoxycarbonylpiperidino)carbonyl]methyloxy]biphenyl

https://huagongshe.com/de/reaction/582155

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
EduktEthyl nipecotateHCID 98969—
Edukt4-(Carboxymethyloxy)-4'-cyano-biphenylHCID 43243100—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Cyano-4'-[[(3-ethoxycarbonylpiperidino)carbonyl]methyloxy]biphenylHCID 53802755—

Reaktionsschritte

5.35 g of carbonyldiimidazole are added to a solution of 7.6 g of 4-(carboxymethyloxy)-4'-cyano-biphenyl (prepared from 4-cyano-4'-hydroxy-biphenyl and tert.butyl bromoacetate according to Example 13, but with potassium tert.butoxide as base, and subsequent ester cleaving with trifluoroacetic acid) in 30 ml of tetrahydrofuran and the resulting mixture is stirred for 0.5 hours at ambient temperature. 5.1 ml of ethyl piperidine-3-carboxylate are added and the mixture is stirred for 22 hours at ambient temperature. The tetrahydrofuran is evaporated off, the residue is taken up in ethyl acetate and washed successively with saturated sodium bicarbonate solution, 0.1N hydrochloric acid and water. After evaporation of the organic phase the residue remains as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05922763
Quelldatensatzuspto-grants-1999_07
ORD IDord-08e265ac59d04f618b42a0a0df0376a1
Quellennotizuspto-grants-1999_07