Bromine → 4-(Bromomethyl)-2-fluoro-1,1′-biphenyl

HRID 905156Notes

Reaction equation

HRID 905156 reaction equation
[Br:1]Br.[F:3][C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:5]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(Cl)(Cl)(Cl)Cl>[F:3][C:4]1[CH:9]=[C:8]([CH2:10][Br:1])[CH:7]=[CH:6][C:5]=1[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 108993662-FLUORO-4-METHYLBIPHENYL

Product 1

HCID 130202294-(Bromomethyl)-2-fluoro-1,1′-biphenyl

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

In this instance one equivalent of Br2 was added dropwise to a refluxing solution of 2-fluoro-4-methylbiphenyl and CCl4 while being irradiated with a sunlamp. NMR analysis showed the ratio of starting material:monobromide:dibromide to be 21:67:12.

Workup

  1. customwhile being irradiated with a sunlamp

Sources & evidence

ORD record
ord-6cf05c06a46342c882aa995eefd8fccd
Source dataset
uspto-grants-1983_12
Patent number
US04422979

Reaction notes

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