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HRID 857431Erstellt: 25. Oktober 2026

Cyclopentadiene → 7,9-dichloro-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline-4-carboxylic acid

https://huagongshe.com/reaction/857431

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyclopentadieneHCID 7612—
Edukt3,5-DichloroanilineHCID 12281—
EduktGlyoxylic acid, monohydrateHCID 15620607—
LösungsmittelAcetonitrileHCID 6342—
Produkt7,9-dichloro-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline-4-carboxylic acidHCID 2914772—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

1.14 g of 3,5-dichloroaniline (10 mmol), 0.97 g of glyoxylic acid hydrate (15 mmol) and 1.40 g of cyclopentadiene (freshly distilled) (30 mmol) were dissolved in 20 ml of acetonitrile in a closable Teflon vessel and heated to 50° C. within one minute in a microwave oven with a power of 800 watts and kept at this temperature for five minutes with further microwave irradiation. The vessel was then placed in ice water, cautiously opened and evaporated in a rotary evaporator. The mass of crystals obtained was washed with hexane and dried. A colourless mass of crystals was obtained in a quantity of 1.95 g (98% of theoretical).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07145011B2
Quelldatensatzuspto-grants-2006_12
ORD IDord-660b88d475be4522bf20f672384a4b5a
Quellennotizuspto-grants-2006_12