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

HRID 1995113Notes

Reaction equation

HRID 1995113 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[CH:9]=1.[Br:15]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:15][CH2:14][C:10]1[CH:9]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])[CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 128530412-Fluoro-3'-methyl-1,1'-biphenyl

Product 1

HCID 128530423'-(Bromomethyl)-2-fluoro-1,1'-biphenylYield 81.7%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 2'-fluoro-3-methyl[1,1'-biphenyl] (1.1 g, 0.006 mole) and N-bromosuccinimide (1.1 g, 0.006 mole) in 11 ml of carbon tetrachloride was irradiated with white light to afford 3-bromomethyl-2'-fluoro[1,1'-biphenyl] (1.3 g). The nmr spectrum was consistent with that expected for the named compound.

Workup

  1. customwas irradiated with white light

Sources & evidence

ORD record
ord-6cd6f418a9964e018af6e32ce4c61665
Source dataset
uspto-grants-1983_09
Patent number
US04402973

Reaction notes

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