Potassium Iodide → HCID 20135229, compound

HRID 579929Notes

Reaction equation

HRID 579929 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([O:16][CH3:17])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH2:18](Br)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C1(=O)CCCCC1>[CH2:18]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([O:16][CH3:17])=[O:15])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 81731-BromodecaneHCID 11430Potassium CarbonateHCID 1490289Methyl 4'-hydroxy(1,1'-biphenyl)-4-carboxylate

Product 1

HCID 20135229HCID 20135229, compoundYield 38.7%

Reagents, catalysts & solvents 1

HCID 7967CyclohexanoneSolvent

Procedure

In 100 ml of cyclohexanone were dissolved 4 g of the obtained methyl 4-hydroxy-4'-biphenylcarboxylate and 4 g of n-decyl bromide. To the solution were added 10 g of potassium carbonate and 10 g of potassium iodide, and reaction was carried out under reflux for 10 hours. The formed precipitate was removed from the reaction mixture by filtration, the filtrate was concentrated under a reduced pressure, and the separation of reactants was carried out by using a silica gel column and benzene as an eluant to obtain 2.5 g of methyl 4-n-decyloxybiphenyl-4'-carboxylate.

Workup

  1. additionTo the solution were added
  2. temperatureunder reflux for 10 hours
  3. customThe formed precipitate was removed from the reaction mixture by filtration
  4. concentrationthe filtrate was concentrated under a reduced pressure
  5. customthe separation of reactants

Sources & evidence

ORD record
ord-a2b7782af6a34cfca3e22ce03d269c98
Source dataset
uspto-grants-1988_06
Patent number
US04751018

Reaction notes

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