6,6'-[Ethane-1,2-diylbis(oxy)]di(naphthalene-2-carboxylic acid) → HCID 86641715, compound

HRID 909115Notes

Reaction equation

HRID 909115 reaction equation
[CH2:1]([CH2:16][O:17][C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][CH:27]=1)[CH:24]=[C:23]([C:28]([OH:30])=[O:29])[CH:22]=[CH:21]2)[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13]([OH:15])=[O:14])[CH:7]=[CH:6]2>C(O)CO>[OH:2][CH2:1][CH2:16][C:22]1[C:23]([C:28]([OH:30])=[O:29])=[C:24]([CH2:8][CH2:13][OH:14])[C:25]2[C:20]([CH:21]=1)=[CH:19][C:18]([O:17][CH2:16][CH2:1][O:2][C:3]1[CH:4]=[C:5]3[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13]([OH:15])=[O:14])[CH:7]=[CH:6]3)=[CH:27][CH:26]=2

Participants

3

Reactant 1

HCID 135877196,6'-[Ethane-1,2-diylbis(oxy)]di(naphthalene-2-carboxylic acid)

Product 1

HCID 86641715HCID 86641715, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

100 parts by weight of 6,6′-(ethylenedioxy)di-2-naphthoic acid, 62 parts by weight of ethylene glycol and 0.085 part by weight of tetra-n-butyl titanate were charged into an autoclave equipped with a 1-liter stirrer and a nitrogen gas introduction port, the inside of the autoclave was substituted by nitrogen, and a nitrogen pressure of 0.2 MPa was applied to carry out a reaction at 230° C. for 6 hours. A crystal which separated out after the reaction was filtered and washed with methanol. After washing, the crystal was dried in vacuum at 120° C. to obtain 115 parts by weight of bis(β-hydroxyethyl)6,6′-(ethylenedioxy)di-2-naphthoic acid. This had an esterification rate of 96%. Its melting point was 240° C.

Workup

  1. customequipped with a 1-liter stirrer
  2. customa reaction at 230° C. for 6 hours
  3. customA crystal which separated out after the reaction
  4. filtrationwas filtered
  5. washwashed with methanol
  6. washAfter washing
  7. customthe crystal was dried in vacuum at 120° C.

Sources & evidence

ORD record
ord-a1254f6abf6648628d71bdb3b6930505
Source dataset
uspto-grants-2011_09
Patent number
US08017715B2

Reaction notes

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