Ammonium Acetate → HCID 58073807, compound

HRID 1470643Notes

Reaction equation

HRID 1470643 reaction equation
[CH3:1][CH:2]([O:6][C:7](=O)[C:8]1[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=1)[C:3](=O)[CH3:4].C([O-])(=O)C.[NH4+:23]>C(O)(=O)C>[CH3:15][O:14][C:12](=[O:13])[C:11]1[CH:16]=[CH:17][C:8]([C:7]2[O:6][C:2]([CH3:1])=[C:3]([CH3:4])[N:23]=2)=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 58073946HCID 58073946, compound

Product 1

HCID 58073807HCID 58073807, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of terephthalic acid 1-methyl ester 4-(1-methyl-2-oxo-propyl) ester (0.5 g, 2 mmol) in acetic acid (20 mL) was added ammonium acetate (0.308 g 4 mmol) and the mixture was stirred at 90° C. over night. Acetic acid was removed under reduced pressure and ice cold water (10 mL) was added to the residue. The resulting mixture was extracted with ethyl acetate (50 mL×2), the combined organic layers were washed with water (25 mL×2) and with brine, dried over anhydrous sodium sulphate and concentrated to obtain the title compound.

Workup

  1. customAcetic acid was removed under reduced pressure and ice cold water (10 mL)
  2. additionwas added to the residue
  3. extractionThe resulting mixture was extracted with ethyl acetate (50 mL×2)
  4. washthe combined organic layers were washed with water (25 mL×2) and with brine
  5. dry with materialdried over anhydrous sodium sulphate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-2ff8507cf2b848d580e45b526cdeb81a
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

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