Acetic Acid → HCID 13013050, compound

HRID 751275Notes

Reaction equation

HRID 751275 reaction equation
C([CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:12]([I:15])=[CH:11][C:7]=1[C:8]([OH:10])=O)(O)=O.[C:16](OC(=O)C)(=[O:18])[CH3:17].C([O-])(=O)C.[Na+].C(O)(=O)C>O>[I:15][C:12]1[CH:13]=[CH:14][C:6]2[O:5][CH:4]=[C:8]([O:10][C:16](=[O:18])[CH3:17])[C:7]=2[CH:11]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 13013037HCID 13013037, compound

Product 1

HCID 13013050HCID 13013050, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
140 °C

Procedure

Place 2-carboxymethoxy-5-iodo-benzoic acid (Preparation 21a; 7 g, 21 mmol) acetic anhydride (35 ml), sodium acetate (4 g), and acetic acid (5 mL) into a 50 mL round bottom flask. Heat the resulting mixture at 140° C. under stirring for 5 h and cool to room temperature. Add water (12 mL) into the mixture gradually maintaining the temperature below 60° C. and continue to stir for 18 h. Dilute with water (200 mL) and collect the resulting precipitate via vacuum filtration. Wash the solid with water and dry to give the final product (6 g, 95%). MS (electrospray, m/z) 303 (M+1).

Workup

  1. temperaturecool to room temperature
  2. stirringto stir for 18 h
  3. customcollect the resulting precipitate
  4. filtrationvia vacuum filtration
  5. washWash the solid with water
  6. customdry

Sources & evidence

ORD record
ord-fb1e455e961641c88ae7714eedc10983
Source dataset
uspto-grants-2008_07
Patent number
US07405299B2

Reaction notes

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