1-Indanone → Indeno(1,2-b)indole

HRID 890323

Reaktionsgleichung

Reaktionsgleichung von HRID 890323
[C:1]1(=O)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.Cl.[C:12]1(C)[CH:17]=[CH:16][C:15]([NH:18]N)=[CH:14][CH:13]=1>CCO.Cl>[CH:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:4]=1[CH:3]=[C:2]1[C:16]3[CH:17]=[CH:12][CH:13]=[CH:14][C:15]=3[N:18]=[C:1]12

Komponenten

5

Edukt 2

HCID 67351-IndanoneHCID 125044-Methylphenylhydrazine monohydrochloride

Produkt 1

HCID 12963293Indeno(1,2-b)indole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 1-indanone (30.6 g, 232 mmol) and p-tolylhydrazine hydrochloride (37.0 g, 233 mmol) in EtOH (350 mL) and aqueous HCl (12 N, 18 mL) are heated to reflux for 90 min. The mixture is cooled and filtered, and the solid is washed with EtOH (600 mL) followed by 20% aqueous EtOH (400 mL) and finally hexanes (200 mL). The off-white solid is dried under vacuum (36.5 g, 72%).

Aufarbeitung

  1. temperatureare heated
  2. temperatureto reflux for 90 min
  3. temperatureThe mixture is cooled
  4. filtrationfiltered
  5. washthe solid is washed with EtOH (600 mL)
  6. customThe off-white solid is dried under vacuum (36.5 g, 72%)

Quellen und Nachweise

ORD-Eintrag
ord-d8becc70f5b7480caff11c4cb1e6954e
Quelldatensatz
uspto-grants-2006_02
Patentnummer
US06995216B2

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