1-Bromooctane → 4-(Octyloxy)benzonitrile

HRID 2400031Notes

Reaction equation

HRID 2400031 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1O)#[N:2].[C:10](=[O:13])([O-])[O-].[K+].[K+].Br[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]C>CC(=O)CC>[CH2:10]([O:13][C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

Participants

5

Reactant 3

HCID 81401-BromooctaneHCID 11430Potassium CarbonateHCID 119072-Hydroxybenzonitrile

Product 1

HCID 1451614-(Octyloxy)benzonitrile

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

To a solution of cyanophenol (25 g) and potassium carbonate (50 g) in 2-butanone (320 ml) was added bromooctane (61 ml) at room temperature. The stirred mixture was heated under reflux until TLC revealed complete reaction, i.e. about 48 hr. The mixture was filtered, after which the solvent and excess alkyl bromide were removed in vacuo to give a colorless liquid.

Workup

  1. temperatureThe stirred mixture was heated
  2. temperatureunder reflux until TLC
  3. customreaction, i.e. about 48 hr
  4. filtrationThe mixture was filtered
  5. customafter which the solvent and excess alkyl bromide were removed in vacuo
  6. customto give a colorless liquid

Sources & evidence

ORD record
ord-04efbb17f2be49eaab39480d6c7fc4f4
Source dataset
uspto-grants-1995_09
Patent number
US05453218

Reaction notes

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