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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1637652Erstellt: 24. Oktober 2026

Triethylamine → 3-(9-(biphenyl-4-ylmethyl)-9H-carbazol-3-yl)acrylic acid tert-butyl ester

https://huagongshe.com/de/reaction/1637652

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukttert-Butyl acrylateHCID 15458—
Edukt1-Bromo-9H-carbazoleHCID 11230335—
KatalysatorTri-o-tolylphosphineHCID 80271—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelEthyl AcetateHCID 8857—
Produkt3-(9-(biphenyl-4-ylmethyl)-9H-carbazol-3-yl)acrylic acid tert-butyl esterHCID 5372652060%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of the above bromo-carbazole (7.15 g, 18 mmol), tert-butyl acrylate (3.01 g, 23.3 mmol), palladium acetate (40 mg, 0.2 mmol), tri-o-tolylphosphine (220 mg, 0.7 mmol) and triethylamine (10 ml) in an screw cap ampoule was heated at 100° C. for 20 h. The cooled reaction mixture was diluted with ethyl acetate (75 ml), washed with water (3×20 ml), dried (MgSO4), filtered and evaporated in vacuo. The residue (9.6 g) was purified by column chromatography on silicagel (600 ml) using toluene as eluent which afforded 4.92 g (60%) of 3-(9-(biphenyl-4-ylmethyl)-9H-carbazol-3-yl)acrylic acid tert-butyl ester as a solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06043247
Quelldatensatzuspto-grants-2000_03
ORD IDord-8ea4cdf845754ffcba27bb389534a74e
Quellennotizuspto-grants-2000_03