Ethyl Bromide → 2-Propoxybenzonitrile

HRID 278854Notes

Reaction equation

HRID 278854 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[C:10](=O)([O-])[O-].[K+].[K+].[CH2:16](Br)[CH3:17]>CC(C)=O>[CH2:10]([O:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5])[CH2:16][CH3:17]

Participants

5

Reactant 3

HCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 119072-Hydroxybenzonitrile

Product 1

HCID 27604702-Propoxybenzonitrile

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

75 g (630 ml) of 2-hydroxybenzonitrile are refluxed with 174 g (1.26 mol) of potassium carbonate and 232.2 g (1.89 mol) of ethyl bromide in 11 of acetone overnight. The solid is filtered off, the solvent is removed under reduced pressure and the residue is distilled under reduced pressure.

Workup

  1. filtrationThe solid is filtered off
  2. customthe solvent is removed under reduced pressure
  3. distillationthe residue is distilled under reduced pressure

Sources & evidence

ORD record
ord-549ac89516b841d492e7cd44244c1bd6
Source dataset
uspto-grants-2002_03
Patent number
US06362178B1

Reaction notes

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