N-bromobutanimide → 3-(Bromomethyl)-2,4-difluoro-1,1'-biphenyl

HRID 2057990Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2057990
[F:1][C:2]1[C:7]([CH3:8])=[C:6]([F:9])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[Br:16]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:16][CH2:8][C:7]1[C:2]([F:1])=[C:3]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:4]=[CH:5][C:6]=1[F:9]

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 128530332,4-Difluoro-3-methyl-1,1'-biphenyl

Produkt 1

HCID 128530343-(Bromomethyl)-2,4-difluoro-1,1'-biphenylAusbeute 112,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A stirred solution of 2,4-difluoro-3-methyl[1,1'-biphenyl] (2.2 g, 0.011 mole) and N-bromosuccinimide (1.9 g, 0.011 mole) in 100 ml of carbon tetrachloride was irradiated with a 250 watt infrared lamp for 4 hours. The reaction mixture was allowed to reflux from the heat of the lamp. The reaction mixture was then filtered, and the filter cake was washed with three portions of carbon tetrachloride. The washes and filtrate were combined and evaporated under reduced pressure to give 3-bromomethyl-2,4-difluoro[1,1'-biphenyl] (3.5 g) as an oil whose nmr spectrum was consistent with that expected for the named compound.

Aufarbeitung

  1. customfor 4 hours
  2. temperatureto reflux from the
  3. temperatureheat of the lamp
  4. filtrationThe reaction mixture was then filtered
  5. washthe filter cake was washed with three portions of carbon tetrachloride
  6. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6b03e64bde704e6eaf94de3df92da838
Quelldatensatz
uspto-grants-1980_07
Patentnummer
US04214004

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