Water → 1-Bromo-2,4-dichloro-5-methoxybenzene

HRID 1602791Notes

Reaction equation

HRID 1602791 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:10])=[C:6]([O:8][CH3:9])[CH:7]=1.[Cl:11]N1C(=O)CCC1=O.O.C(Cl)Cl>C(O)(=O)C>[Br:1][C:2]1[C:3]([Cl:11])=[CH:4][C:5]([Cl:10])=[C:6]([O:8][CH3:9])[CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6344DichloromethaneHCID 31398ChlorosuccinimideHCID 27695675-Bromo-2-chloroanisole

Product 1

HCID 196077211-Bromo-2,4-dichloro-5-methoxybenzeneYield 99.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1 g of 5-bromo 2-chloro anisole and 0.66 g of N-chloro succinimide in 10 ml of acetic acid is heated at 90° C. for 20 hours. The reaction medium is poured into water, extraction is carried out with methylene chloride. The organic phase is washed with a saturated aqueous solution of sodium bicarbonate, dried over magnesium sulphate and evaporated under reduced pressure. 1.15 g of sought product is obtained.

Workup

  1. washThe organic phase is washed with a saturated aqueous solution of sodium bicarbonate
  2. dry with materialdried over magnesium sulphate
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-090fb9c9f5314177b4b0d9c9efade134
Source dataset
uspto-grants-1999_11
Patent number
US05985853

Reaction notes

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