N-bromobutanimide → 2-[2-(Bromomethyl)phenyl]naphthalene

HRID 1004789Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1004789
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH3:17].[Br:18]N1C(=O)CCC1=O>ClC(Cl)(Cl)Cl.N(C(C)(C)C#N)=NC(C)(C)C#N>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][Br:18]

Komponenten

5

Edukt 2

HCID 67184N-bromobutanimideHCID 210519422-(2-Naphthyl)toluene

Produkt 1

HCID 226765282-[2-(Bromomethyl)phenyl]naphthaleneAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6547AzobisisobutyronitrileKatalysatorHCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

105 g (0.48 mol) of 25 and 90 g (0.5 mol) of N-bromosuccinimide were dissolved in 2000 cm3 of tetrachloromethane at room temperature, 3 g of azobisisobutyronitrile were added, and the mixture was refluxed for 4 hours. The succinimide which precipitated was filtered off, the solvent was removed in vacuo, and the residue was purified by filtration through 1000 g of silica gel (hexane/methylene chloride 9:1), giving 112 g (79%) of 26 as a colorless lachrymatory oil.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 4 hours
  2. customThe succinimide which precipitated
  3. filtrationwas filtered off
  4. customthe solvent was removed in vacuo
  5. filtrationthe residue was purified by filtration through 1000 g of silica gel (hexane/methylene chloride 9:1)

Quellen und Nachweise

ORD-Eintrag
ord-99c174555d4544f7bf23275995067e0a
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06051727

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