2-Iodotoluene → 2-Iodobenzyl Bromide

HRID 1646613Notes

Reaction equation

HRID 1646613 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:8].[Br:9]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:9][CH2:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[I:1]

Participants

5

Reactant 3

HCID 51282-IodotolueneHCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimide

Product 1

HCID 114264722-Iodobenzyl Bromide

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

22 g of 2-iodotoluene, 100 ml of carbon tetrachloride, 19.67 g of N-bromo succinimide and 1 g of benzoyl peroxide are mixed together and heated to reflux for 8 hours. After filtering, the insoluble part is rinsed with carbon tetrachloride and the filtrate is distilled off, firstly under atmospheric pressure, then under reduce pressure. The expected product is obtained, and used just as it is for the continuation of the synthesis.

Workup

  1. temperatureheated
  2. temperatureto reflux for 8 hours
  3. filtrationAfter filtering
  4. washthe insoluble part is rinsed with carbon tetrachloride
  5. distillationthe filtrate is distilled off, firstly under atmospheric pressure

Sources & evidence

ORD record
ord-b8a8d168d49247cb84f25b4b51c4628e
Source dataset
uspto-grants-1993_01
Patent number
US05180741

Reaction notes

Loading…