4-Bromobenzyl bromide → 4'-n-Octyloxy-4-biphenylyl p-bromobenzyl ether

HRID 482821Notes

Reaction equation

HRID 482821 reaction equation
[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[K].[Br:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Br)=[CH:27][CH:26]=1>C(O)C>[Br:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][O:22][C:19]2[CH:20]=[CH:21][C:16]([C:13]3[CH:12]=[CH:11][C:10]([O:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])=[CH:15][CH:14]=3)=[CH:17][CH:18]=2)=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 685274-Bromobenzyl bromideHCID 5462222PotassiumHCID 104943294-Hydroxy-4'-octyloxybiphenyl

Product 1

HCID 202434574'-n-Octyloxy-4-biphenylyl p-bromobenzyl etherYield 77.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

5 g of 4'-n-octyloxy-4-hydroxybiphenyl, 1.5 g of potassium hydrooxide, and 100 g of 95% ethanol were heated under reflux, and a solution wherein 4.2 g of p-bromobenzyl bromide was dissolved in 100 ml of ethanol was added thereto to effect reaction for 2 hours. The reaction liquid was treated in the ordinary method to obtain 6.1 g of 4'-n-octyloxy-4-biphenylyl p-bromobenzyl ether after recrystallization from ethyl acetate. The obtained product showed the following phase transition temperatures:

Workup

  1. temperatureunder reflux
  2. additionwas added
  3. customreaction for 2 hours
  4. customThe reaction liquid
  5. additionwas treated in the ordinary method

Sources & evidence

ORD record
ord-64922cc7ca89454c9016bd8abc72fc79
Source dataset
uspto-grants-1986_03
Patent number
US04576732

Reaction notes

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