Lithium Bromide → 4-(Bromomethyl)-1-methyl-2-nitrobenzene

HRID 1106743Notes

Reaction equation

HRID 1106743 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH3:9])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1.[Br-:13].[Li+]>CC(C)=O>[Br:13][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH3:9])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1

Participants

4

Reactant 2

HCID 82050Lithium BromideHCID 5977304-(Chloromethyl)-2-nitrotoluene

Product 1

HCID 126236744-(Bromomethyl)-1-methyl-2-nitrobenzeneYield 85.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4-Chloromethyl-1-methyl-2-nitro-benzene (5 g) was dissolved in 50 ml of acetone and 23.4 g of lithium bromide was added. The reaction mixture was heated at reflux for 18 hr. The solvent was evaporated off and the residue was tritrated with hexane to give 5.3 g of 4-bromomethyl-1-methyl-2-nitro-benzene as a tan solid. ##STR125##

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 18 hr
  3. customThe solvent was evaporated off

Sources & evidence

ORD record
ord-63388c00adb548319dfba0ce67b6d1dc
Source dataset
uspto-grants-2000_05
Patent number
US06057349

Reaction notes

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