Ethyl Bromide → 2-Ethoxybenzonitrile

HRID 11260

Reaction equation

HRID 11260 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+].[CH2:16](Br)[CH3:17]>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])[CH3:17]

Participants

5

Reactant 3

HCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 119072-Hydroxybenzonitrile

Product 1

HCID 5769222-Ethoxybenzonitrile

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

25 g (210 mmol) of 2-hydroxybenzonitrile, 87 g of potassium carbonate and 34.3 g (314.8 mmol) of ethyl bromide are refluxed in 500 ml of acetone overnight. The solid is filtered off, the solvent is removed under reduced pressure and the residue is distilled under reduced pressure. This gives 30.0 g (97%) of a colorless liquid.

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-b6831fca491149af9b43e92a72273938
Source dataset
uspto-grants-2006_08
Patent number
US07098207B2

Linked notes

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