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

Reaction equation

[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[Br:15]Br>>[F:1][C:2]1[CH:7]=[C:6]([CH2:8][Br:15])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

Reactant 2

HCID 24408Bromine

HCID 108993662-Fluoro-4-methylbiphenyl

Product 1

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

Procedure

In this instance the 2-fluoro-4-methylbiphenyl was heated to 140° to 170° C. with a heating mantle and under irradiation with light without a solvent while one equivalent of Br2 was added dropwise. Subsequent NMR analysis showed the starting material:monobromide:dibromide ratio to be 25:58:18.

Workup

additionwas added dropwise

Sources & evidence

ORD record: ord-e5425470cfd14ddaba53d270b31aa857
Source dataset: uspto-grants-1983_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04422979

Reaction notes

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