1,2-Dibromoethane → 4-(2-Bromoethoxy)benzonitrile

HRID 898763Notes

Reaction equation

HRID 898763 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1)#[N:2].C([O-])([O-])=O.[K+].[K+].[Br:16][CH2:17][CH2:18]Br>CC#N>[Br:16][CH2:17][CH2:18][O:9][C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=1

Participants

5

Reactant 3

HCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 130194-Cyanophenol

Product 1

HCID 24522124-(2-Bromoethoxy)benzonitrileYield 45%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 4-cyanophenol (35.7 g, 0.3 mol), K2CO3 (41.4 g, 0.3 mol) and 1,2-dibromoethane (561 g, 3.0 mol) in MeCN (450 mL) was stirred under reflux overnight. The mixture was filtered and evaporated to give 30.2 g (45%) of the sub-title compound, which was used without further purification.

Workup

  1. temperatureunder reflux overnight
  2. filtrationThe mixture was filtered
  3. customevaporated

Sources & evidence

ORD record
ord-c40bd1e556ed4f04a2eefc71b53af15f
Source dataset
uspto-grants-2008_04
Patent number
US07351821B2

Reaction notes

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