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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1380927Erstellt: 25. Oktober 2026

Acetyl chloride → 4-Cyclopropyl-1,8-diethyl-2,3,4,9-tetrahydro-1H-carbazole-1-acetic Acid Methyl Ester

https://huagongshe.com/reaction/1380927

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetyl chlorideHCID 6367—
Edukt(2-Ethylphenyl)hydrazineHCID 2733210—
Edukt2-Carbomethoxymethyl-2-ethyl-5-cyclopropylcyclohexanoneHCID 13649242—
LösungsmittelMethanolHCID 887—
Produkt4-Cyclopropyl-1,8-diethyl-2,3,4,9-tetrahydro-1H-carbazole-1-acetic Acid Methyl EsterHCID 1364924334%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

The mixture of diastereomeric ketones (40 mmol, 9.52 g) prepared in Step (d) and 2-ethylphenylhydrazine (40 mmol, 5.45 g) were heated at reflux in 172 ml of MeOH for 60 hours, cooled to 0° C. and treated with 80 mmol (6.28 g, 5.7 ml) of AcCl. The reaction was refluxed an additional 45 minutes followed by removal of solvent in vacuo. Flash chromatography afforded 4.58 g (13.5 mmol, 34%) of orange oil containing a mixture of diastereomers.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04584312
Quelldatensatzuspto-grants-1986_04
ORD IDord-78203b2344ab48beb07987c856158a23
Quellennotizuspto-grants-1986_04