Ethyl Bromide → 2-Ethoxybenzonitrile

HRID 392662

Reaction equation

HRID 392662 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-EthoxybenzonitrileYield 97.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

25 g (210 mmol) of 2-hydroxylbenzonitrile are heated, together with 87 g of potassium carbonate and 34.3 g (314.8 mmol) of ethyl bromide, in 500 ml of acetone under reflux overnight. The solid is filtered off, the solvent is removed in vacuo and the residue is distilled in vacuo. 30.0 g (97%) of a colorless liquid are obtained.

Workup

  1. temperatureunder reflux overnight
  2. filtrationThe solid is filtered off
  3. customthe solvent is removed in vacuo
  4. distillationthe residue is distilled in vacuo

Sources & evidence

ORD record
ord-30b68248ac194f4d8f029f3184997133
Source dataset
uspto-grants-2004_10
Patent number
US06803365B2

Linked notes

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