1-Bromopropane → 2-Propoxybenzonitrile

HRID 1759731Notes

Reaction equation

HRID 1759731 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].C(=O)([O-])[O-].[K+].[K+].[CH3:16][CH2:17][CH2:18]Br>CC(C)=O>[CH2:16]([O:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5])[CH2:17][CH3:18]

Participants

5

Reactant 3

HCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 119072-Hydroxybenzonitrile

Product 1

HCID 27604702-Propoxybenzonitrile

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

75 g (63 mmol) of 2-hydroxybenzonitrile, 174 g (1.26 mol) of potassium carbonate and 232.3 g (1.89 mol) of n-propyl bromide in 1 l of acetone are refluxed 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-dd7f2ee782944efb8ec9940a550a97fc
Source dataset
uspto-grants-2005_01
Patent number
US06838459B1

Reaction notes

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