Hydrogen Bromide → 2-Bromo-3-chlorobenzyl bromide

HRID 368796Notes

Reaction equation

HRID 368796 reaction equation
[Br:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:9].OS(O)(=O)=O.[BrH:15].N(C(C)(C)C#N)=NC(C)(C)C#N.OO>ClC1C=CC=CC=1>[Cl:8][C:7]1[C:2]([Br:1])=[C:3]([CH:4]=[CH:5][CH:6]=1)[CH2:9][Br:15]

Participants

7

Reactant 5

HCID 260Hydrogen BromideHCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 6547AzobisisobutyronitrileHCID 27355532-Bromo-1-chloro-3-methylbenzene

Product 1

HCID 232890042-Bromo-3-chlorobenzyl bromide

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

267.7 g of 2-bromo-3-chlorotoluene, 530 g of chlorobenzene, 2.5 g of conc. H2SO4, 257.9 g of 47% strength hydrobromic acid and 14 g of 2,2'-azobis(2-methylpropionitrile) were mixed at 63° C. in a 2 l stirred apparatus. 332.3 g of a 10% strength aqueous hydrogen peroxide solution were added dropwise over the course of one hour and 25 minutes, and then the mixture was stirred at 63° C. for 30 minutes. GC analysis of the org. phase:

Workup

  1. stirringthe mixture was stirred at 63° C. for 30 minutes

Sources & evidence

ORD record
ord-d6f531872e1945dba343cb1077c4411b
Source dataset
uspto-grants-2000_10
Patent number
US06133468

Reaction notes

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