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1H-Indene, 2,3-dihydro-1,1,3,3,5-pentamethyl- → HCID 18177854, Verbindung

HRID 394920
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 394920
[CH3:1][C:2]1([CH3:14])[C:10]2[C:5](=[CH:6][C:7]([CH3:11])=[CH:8][CH:9]=2)[C:4]([CH3:13])([CH3:12])[CH2:3]1.[Br:15]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.N(C(C)(C)C#N)=NC(C)(C)C#N>[Br:15][CH2:11][C:7]1[CH:6]=[C:5]2[C:10](=[CH:9][CH:8]=1)[C:2]([CH3:14])([CH3:1])[CH2:3][C:4]2([CH3:13])[CH3:12]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 664691H-Indene, 2,3-dihydro-1,1,3,3,5-pentamethyl-HCID 67184N-bromobutanimide

Produkt 1

HCID 18177854HCID 18177854, VerbindungAusbeute 97,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6547AzobisisobutyronitrileKatalysatorHCID 5943Carbon TetrachlorideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

10.0 g of 1,1,3,3,5-pentamethylindane were dissolved in 125 ml of carbontetrachloride and were added to the resulting solution, 9.92 g of N-bromosuccinimide and 35 mg of 2,2′-azobisisobutyronitrile (AIBN). The reaction mixture was heated to reflux for 5 hours. The reaction was cooled to 0° C. and the succinimide was filtered off. The resulting solution was concentrated in vacuo and the residue (14.7 g) was further dissolved in 150 ml of hexane. The precipitate was again removed by filtration and the solution was concentrated in vacuo, giving 13.8 g of 5-bromomethyl-1,1,3,3-tetramethylindane as a yellow oil.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 5 hours
  3. filtrationthe succinimide was filtered off
  4. concentrationThe resulting solution was concentrated in vacuo
  5. dissolutionthe residue (14.7 g) was further dissolved in 150 ml of hexane
  6. customThe precipitate was again removed by filtration
  7. concentrationthe solution was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-067ca15bb01347518ae9026f4b27f31b
Quelldatensatz
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06603012B2

Notizen zur Reaktion

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