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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 22055Erstellt: 24. Oktober 2026

3-Nitrobenzoic acid → Biphenyl indolizinyl nitrobenzoate

https://huagongshe.com/de/reaction/22055

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-Nitrobenzoic acidHCID 8497—
EduktTriphenylphosphineHCID 11776—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
EduktHCID 178516797HCID 178516797—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
ProduktBiphenyl indolizinyl nitrobenzoateHCID 86748744—

Reaktionsschritte

Alternatively, the biphenyl trans-hydroxy triazole can be prepared using the Mitsunobu reaction conditions. To a solution of diethyl azodicarboxylate (2.0 mmol) and 3-nitrobenzoic acid (2.0 mmol) in 2.0 mL of THF is added dropwise a solution of the biphenyl hydroxy triazole (2.0 mmol, obtained from Step 1 of Example 3224), and triphenylphosphine (2.0 mmol) in 1.0 mL of THF at room temperature. The resulting solution is stirred at room temperature until the reaction is complete. The resulting mixture is diluted with ether or ethyl acetate, and washed with water. The extracts are dried (MgSO4) and concentrated in vacuo to give the biphenyl indolizinyl nitrobenzoate. The crude benzoate is hydrolyzed with LiOH in aqueous THF at room temperature and purified to give the biphenyl trans-hydroxy triazole.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05426105
Quelldatensatzuspto-grants-1995_06
ORD IDord-23ceeef732bc4310a67a7ccc06fd3328
Quellennotizuspto-grants-1995_06