Water → HCID 14388364, compound

HRID 1885124Notes

Reaction equation

HRID 1885124 reaction equation
[CH2:1]([O:6][CH:7]([CH3:19])[CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1)[CH2:2][CH2:3][CH2:4][CH3:5].[OH2:20].N1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C1(C)C=CC=CC=1>[CH2:22]([O:20][C:24]1[CH:23]=[CH:22][C:2]([C:1]([O:18][C:15]2[CH:14]=[CH:13][C:12]([O:11][CH2:10][CH2:9][CH2:8][CH:7]([O:6][CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[CH3:19])=[CH:17][CH:16]=2)=[O:6])=[CH:26][CH:25]=1)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 3

HCID 962WaterHCID 1049PyridineHCID 14273293HCID 14273293, compound

Product 1

HCID 14388364HCID 14388364, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Then, the acid chloride dissolved in toluene was dropped into a solution of 2.6 g of 4-(4'-pentyloxypentyloxy)phenol in 12 ml of pyridine at below 10° C. in 15 min. After the addition, the mixture was stirred at room temperature for 15 hours. After the reaction, the mixture was poured into cold water and extracted with ether. The ether layer was washed successively with 5%-hydrochloric acid, water, 5%-NaOH aqueous solution and water and dried with anhydrous Na2SO4. After distilling off the solvent, the product was recrystallized from ethanol to obtain 4.4 g of 4-(4'-pentyloxypentyloxy)phenyl 4-octyloxybenzoate.

Workup

  1. additionAfter the addition
  2. customAfter the reaction
  3. extractionextracted with ether
  4. washThe ether layer was washed successively with 5%-hydrochloric acid, water, 5%-NaOH aqueous solution and water
  5. dry with materialdried with anhydrous Na2SO4
  6. distillationAfter distilling off the solvent
  7. customthe product was recrystallized from ethanol

Sources & evidence

ORD record
ord-3b08b3fb8e774d2ab390e4d0cd5cfc16
Source dataset
uspto-grants-1992_09
Patent number
US05143643

Reaction notes

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