Bromine → 3-(2-Bromoacetyl)-5-(2-methoxyethoxy)benzonitrile

HRID 251818Notes

Reaction equation

HRID 251818 reaction equation
[Br:1]Br.[C:3]([C:6]1[CH:7]=[C:8]([CH:11]=[C:12]([O:14][CH2:15][CH2:16][O:17][CH3:18])[CH:13]=1)[C:9]#[N:10])(=[O:5])[CH3:4]>CCOCC>[Br:1][CH2:4][C:3]([C:6]1[CH:7]=[C:8]([CH:11]=[C:12]([O:14][CH2:15][CH2:16][O:17][CH3:18])[CH:13]=1)[C:9]#[N:10])=[O:5]

Participants

4

Reactant 2

HCID 24408BromineHCID 57686811HCID 57686811, compound

Product 1

HCID 576868293-(2-Bromoacetyl)-5-(2-methoxyethoxy)benzonitrileYield 94.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Br2 (31.5 mmol) was dropped into the solution of 3-acetyl-5-(2-methoxyethoxy)benzonitrile (30 mmol) in 150 ml ether at 0° C., then stirred at room temperature for 5 h. The solution was washed with brine, dried (MgSO4), filtered, and concentrated to afford 3-(2-bromoacetyl)-5-(2-methoxyethoxy)benzonitrile (94.2%).

Workup

  1. washThe solution was washed with brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-2821b7fb8ad14419979196c1720ea97a
Source dataset
uspto-grants-2011_01
Patent number
US07868001B2

Reaction notes

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