Hydrogen Bromide → 1-(1-Bromoethyl)-2,4-dichlorobenzene

HRID 582921Notes

Reaction equation

HRID 582921 reaction equation
[BrH:1].[Cl:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1[CH:10](O)[CH3:11].O>CC(O)=O>[Br:1][CH:10]([C:4]1[CH:5]=[CH:6][C:7]([Cl:9])=[CH:8][C:3]=1[Cl:2])[CH3:11]

Participants

5

Conditions

Temperature
0 °C

Procedure

15 ml of a 33% solution of HBr in AcOH are cooled to 0° C., 2 ml of 2,4-dichloro-1-(1-hydroxyethyl)benzene are added dropwise and the reaction mixture is stirred for 30 minutes at 0° C. and then for 3 hours at RT. It is poured into iced water and extracted with AcOEt, the organic phase is washed with saturated aqueous NaHCO3 solution, with water and with saturated NaCl solution and dried over MgSO4 and the solvent is evaporated off under vacuum to give 3.4 g of the expected product.

Workup

  1. waitfor 3 hours at RT
  2. extractionextracted with AcOEt
  3. washthe organic phase is washed with saturated aqueous NaHCO3 solution, with water and with saturated NaCl solution
  4. dry with materialdried over MgSO4
  5. customthe solvent is evaporated off under vacuum

Sources & evidence

ORD record
ord-282ddd08c7094b82a49b2af700d2225f
Source dataset
uspto-grants-1999_07
Patent number
US05925768

Reaction notes

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