Water → 2,5-Bis(hexyloxy)terephthalic acid

HRID 378494Notes

Reaction equation

HRID 378494 reaction equation
[OH-].[K+].O.C([O:6][C:7](=[O:33])[C:8]1[CH:18]=[C:17]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[C:11]([C:12]([O:14]CC)=[O:13])=[CH:10][C:9]=1[O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])C>C(O)C>[CH2:27]([O:26][C:9]1[CH:10]=[C:11]([C:12]([OH:14])=[O:13])[C:17]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[CH:18][C:8]=1[C:7]([OH:33])=[O:6])[CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 21958414Diethyl 2,5-bis(hexyloxy)benzene-1,4-dicarboxylate

Product 1

HCID 6399292,5-Bis(hexyloxy)terephthalic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 8.91 g (135 mmol) 85% aqueous KOH solution and 20 ml water is added to 16.3 g (38.57 mmol) 2,5-dihexoxyterephthalic acid diethyl ester in 20 ml ethanol and the whole is stirred for 2 hours at 90° C. The crude product precipitated by the dropwise addition of 12.5 ml conc. HCl with ice-cooling is filtered off, washed neutral with water and recrystallized from ethanol.

Workup

  1. customThe crude product precipitated by the dropwise addition of 12.5 ml conc. HCl with ice-
  2. temperaturecooling
  3. filtrationis filtered off
  4. washwashed neutral with water
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-2b57568d1c8e4fd7bb23f92879aa924f
Source dataset
uspto-grants-2000_02
Patent number
US06031015

Reaction notes

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