Chloroform → 9-Bromo-6,7,8,9-tetrahydrobenzocyclohepten-5-one

HRID 2301138Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2301138
[CH2:1]1[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=[O:5])[CH2:3][CH2:2]1.[Br:13]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N.C(Cl)(Cl)Cl>C(Cl)(Cl)(Cl)Cl>[Br:13][CH:12]1[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:4](=[O:5])[CH2:3][CH2:2][CH2:1]1

Komponenten

6

Edukt 4

HCID 6212ChloroformHCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 70003Benzosuberone

Produkt 1

HCID 3278659-Bromo-6,7,8,9-tetrahydrobenzocyclohepten-5-oneAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

1-Benzosuberone (960 mg, 6.0 mmol), N-bromosuccinic acid imide (1.1 g, 6.3 mmol) and azobisisobutyronitrile (99 mg, 0.60 mmol) were stirred overnight at 80° C. in carbon tetrachloride (8 ml). The reaction solution was mixed with chloroform (60 ml), washed with saturated sodium bicarbonate aqueous solution and saturated brine and dried with anhydrous sodium sulfate, the solvent was removed by evaporation under a reduced pressure, and the thus obtained material was separated and purified by a silica gel column chromatography to obtain 770 mg (3.2 mmol, 54%) of the title compound.

Aufarbeitung

  1. washwashed with saturated sodium bicarbonate aqueous solution and saturated brine
  2. dry with materialdried with anhydrous sodium sulfate
  3. customthe solvent was removed by evaporation under a reduced pressure
  4. customthe thus obtained material was separated
  5. custompurified by a silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-734e7a0a98a84b4d916cac3bc2ce1013
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06498251B1

Notizen zur Reaktion

Wird geladen…