Triethylamine → 4-(Hexyloxy)phenyl 4-(octyloxy)benzoate

HRID 1650651Notes

Reaction equation

HRID 1650651 reaction equation
[CH2:1]([O:9][C:10]1[CH:18]=[CH:17][C:13]([C:14](Cl)=[O:15])=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH2:19]([O:25][C:26]1[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=1)[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].C(N(CC)CC)C>O1CCCC1>[CH2:1]([O:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([O:32][C:29]2[CH:28]=[CH:27][C:26]([O:25][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:31][CH:30]=2)=[O:15])=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 293544-HexyloxyphenolHCID 27602504-Octyloxybenzoyl chloride

Product 1

HCID 159192894-(Hexyloxy)phenyl 4-(octyloxy)benzoateYield 50.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In tetrahydrofuran were dissolved 1.0 g of p-octyloxybenzoic acid chloride and 800 mg of p-hexyloxyphenol, and 500 mg of triethylamine was added to the solution and reaction was carried out with stirring overnight. The precipitate was removed by filtration, and the filtrate was concentrated, purified by using a silica gel column and recrystallized from ethanol to obtain 800 mg of 4-hexyloxyphenyl 4-octyloxybenzoate. The phase transition temperatures of the so-obtained compounds are as follows. ##STR142##

Workup

  1. additionwas added to the solution and reaction
  2. customThe precipitate was removed by filtration
  3. concentrationthe filtrate was concentrated
  4. custompurified
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-dc559374cccd4f94ab3db8814e6b6147
Source dataset
uspto-grants-1990_05
Patent number
US04925591

Reaction notes

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