1-Bromo-2-fluorobenzene → 2-Fluoro-4'-methyl-1,1'-biphenyl

HRID 1731808Notes

Reaction equation

HRID 1731808 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[F:8].[C:9]1([CH3:17])[CH:14]=[CH:13][C:12]([Mg]Br)=[CH:11][CH:10]=1>>[F:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:12]1[CH:13]=[CH:14][C:9]([CH3:17])=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 612591-Bromo-2-fluorobenzeneHCID 178418370HCID 178418370, compound

Product 1

HCID 114694992-Fluoro-4'-methyl-1,1'-biphenylYield 57%

Procedure

6.0 g (57% yield) was prepared as an oil by the method of Example 19A from 10 g 2-bromofluorobenzene, 250 mg bis(diphenylphosphinylethane)nickel dichloride and 89 ml 0.73M 4-toluylmagnesium bromide. The product was used without further purification. NMR (CDCl3, 60 MHz): 7.5-6.9 (m, 8H), 2.3 (s, 3H).

Workup

  1. customThe product was used without further purification

Sources & evidence

ORD record
ord-8cca513194144b1ba3611c8d7c46bff1
Source dataset
uspto-grants-1986_11
Patent number
US04623650

Reaction notes

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