Terephthalic Acid → HCID 21225151, compound

HRID 1378547Notes

Reaction equation

HRID 1378547 reaction equation
[C:1]([O-:12])(=[O:11])[C:2]1[CH:10]=[CH:9][C:5]([C:6]([O-:8])=[O:7])=[CH:4][CH:3]=1.C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.C(O)(=O)C1C=CC(C(O)=O)=CC=1.[OH-].[CH2:60]([N+:67]([CH3:70])([CH3:69])[CH3:68])[C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1>>[C:1]([O-:12])(=[O:11])[C:2]1[CH:10]=[CH:9][C:5]([C:6]([O-:8])=[O:7])=[CH:4][CH:3]=1.[CH2:60]([N+:67]([CH3:70])([CH3:69])[CH3:68])[C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1.[CH2:60]([N+:67]([CH3:70])([CH3:69])[CH3:68])[C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1

Participants

4

Reactant 3

HCID 7489Terephthalic AcidHCID 66854Benzyltrimethylammonium hydroxideHCID 11977441HCID 11977441, compound

Product 1

HCID 21225151HCID 21225151, compound

Procedure

The procedure was the same as described above for bis(tetrabutylammonium) terephthalate using 0.277 g (1.67×10-3 mol) of terephthalic acid and benzyltrimethylammonium hydroxide (3.4 mL, 0.57 g, 3.6×10-3 mol) (40% by weight in methanol). The yield of salt obtained after removal of solvent was 0.688 g, 88%. 1H and 13C NMR spectra (FIGS. 47 and 48) of the salt in D2O were obtained and are in accord with the expected structure.

Workup

  1. customThe yield of salt obtained
  2. customafter removal of solvent
  3. custom1H and 13C NMR spectra (FIGS. 47 and 48) of the salt in D2O were obtained

Sources & evidence

ORD record
ord-65b09a036c42476ba44c9a95c59e0804
Source dataset
uspto-grants-1997_09
Patent number
US05668224

Reaction notes

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