2-Chloro-3,4-dihydroxybenzoic acid → HCID 19880174, compound

HRID 1885256Notes

Reaction equation

HRID 1885256 reaction equation
[Cl:1][C:2]1[C:10]([OH:11])=[C:9]([OH:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]>C(OC(=O)C)(=O)C.S(=O)(=O)(O)O>[Cl:1][C:2]1[C:10]([O:11][C:4](=[O:5])[CH3:3])=[C:9]([O:12][C:10](=[O:11])[CH3:9])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 1

HCID 156081642-Chloro-3,4-dihydroxybenzoic acid

Product 1

HCID 19880174HCID 19880174, compoundYield 192.4%

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 7918Acetic AnhydrideSolvent

Procedure

To a suspension of 2-chloro-3,4-dihydroxybenzoic acid (12.0 g: 63.6 mMol.) in acetic anhydride (36.4 ml) under ice cooling is added concentrated sulfuric acid (1 drop), and the mixture is stirred for 90 minutes. The reaction mixture is diluted with ice water and resulting precipitate is collected by filtration, washed with water, and dried to give 2-chloro-3,4-diacetoxybenzoic acid (16.68 g). Yield: 96%.

Workup

  1. customresulting precipitate
  2. filtrationis collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-f0a9bac9be2d4173a866e39d7e3058da
Source dataset
uspto-grants-1992_09
Patent number
US05143910

Reaction notes

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