Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 751180Erstellt: 25. Oktober 2026

N,N,N',N'-Tetramethylazodicarboxamide → {6-[5-(4-Trifluoromethoxy-phenyl)-pent-4-ynyloxy]-indol-1-yl}-acetic acid ethyl ester

https://huagongshe.com/reaction/751180

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N,N',N'-TetramethylazodicarboxamideHCID 4278—
EduktTributylphosphineHCID 13831—
Edukt(6-Hydroxy-indol-1-yl)-acetic acid ethyl esterHCID 68821422—
Edukt4-Pentyn-1-ol, 5-[4-(trifluoromethoxy)phenyl]-HCID 68822690—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt{6-[5-(4-Trifluoromethoxy-phenyl)-pent-4-ynyloxy]-indol-1-yl}-acetic acid ethyl esterHCID 6882612633%

Reaktionsschritte

To an ice cold solution of (6-hydroxy-indol-1-yl)-acetic acid ethyl ester (100 mg, 455 μmol), 5-(4-trifluoromethoxy-phenyl)-pent-4-yn-1-ol (111 mg, 455 μmol) and tributylphosphine (160 μl, 546 μmol) in tetrahydrofuran (10 ml) was added N,N,N′,N′-tetramethyl azodicarboxamide (94 mg, 546 μmol). The cooling bath was removed and stirring continued for 14 h. The mixture was filtered over celite and the solvent removed under reduced pressure to give a yellow oil which was purified by column chromatography (silica gel, heptane/AcOEt) to obtain 65 mg (150 μmol, 32%) of the title compound as colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07405236B2
Quelldatensatzuspto-grants-2008_07
ORD IDord-4bc37d558c684ffb9b7c36d389bdd448
Quellennotizuspto-grants-2008_07