Bromine → 4-Fluoro-3-nitrobenzyl bromide

HRID 618240Notes

Reaction equation

HRID 618240 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[Br:12]Br>CCCCCC>[Br:12][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 1362874-Fluoro-3-nitrotoluene

Product 1

HCID 108682084-Fluoro-3-nitrobenzyl bromide

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
50 °C

Procedure

To a stirred melt of 1-fluoro-4-methyl-2-nitro-benzene (10 g) at 150° C. under a sunlamp was slowly added 3.65 ml of bromine over a 5 hr period. Cooled the brown mixture to 50° C. and poured into 125 ml of hexane. Cooled in an ice bath, filtered, and obtained 10.1 g of 4-bromomethyl-1-fluoro-2-nitro-benzene as white crystals. ##STR127##

Workup

  1. customover a 5 hr
  2. temperatureCooled in an ice bath
  3. filtrationfiltered

Sources & evidence

ORD record
ord-b4d2feeb2a3847a8b42cfbaf400104f3
Source dataset
uspto-grants-1999_09
Patent number
US05952362

Reaction notes

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