Acetic Anhydride → HCID 18188084, compound

HRID 439314

Reaction equation

HRID 439314 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[N+:11]([O-:13])=[O:12])[C:5]([OH:7])=[O:6].[C:14](OC(=O)C)(=[O:16])[CH3:15]>N1C=CC=CC=1>[C:14]([O:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[N+:11]([O-:13])=[O:12])[C:5]([OH:7])=[O:6])(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 692653-Hydroxy-4-nitrobenzoic acid

Product 1

HCID 18188084HCID 18188084, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 3-hydroxy-4-nitrobenzoic acid (10 g, 55 mmole) in acetic anhydride (20 ml) and anhydrous pyridine (20 ml) was refluxed for 4 hours. The reaction mixture was poured onto ice and the resulting mixture was extracted with ethyl acetate (2×100 ml). The organic layer was washed successively with dilute Hcl solution (2×100 ml) and saturated brine solution, dried over Na2SO4, filtered and evaporated to give 3-acetoxy-4-nitrobenzoic acid.

Workup

  1. temperaturewas refluxed for 4 hours
  2. additionThe reaction mixture was poured onto ice
  3. extractionthe resulting mixture was extracted with ethyl acetate (2×100 ml)
  4. washThe organic layer was washed successively
  5. additionwith dilute Hcl solution (2×100 ml) and saturated brine solution
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-f9cb6d31854141cdbd18480a1b238b40
Source dataset
uspto-grants-1996_05
Patent number
US05514676

Linked notes

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