Permanganate → HCID 13179844, compound

HRID 1702189Notes

Reaction equation

HRID 1702189 reaction equation
[CH3:1][N:2]1[C:6]([CH:7]=[O:8])=[C:5]([CH3:9])[CH:4]=[C:3]1[C:10]([O:12][CH3:13])=[O:11].[Mn]([O-])(=O)(=O)=[O:15].[K+].S([O-])([O-])=O.[Na+].[Na+].[Mn]([O-])(=O)(=O)=O>CC(C)=O.O.O.CC(C)=O>[C:7]([C:6]1[N:2]([CH3:1])[C:3]([C:10]([O:12][CH3:13])=[O:11])=[CH:4][C:5]=1[CH3:9])([OH:15])=[O:8]

Participants

8

Reactant 4

HCID 24401PermanganateHCID 24437Sodium SulfiteHCID 516875Potassium PermanganateHCID 13179843HCID 13179843, compound

Product 1

HCID 13179844HCID 13179844, compoundYield 64%

Reagents, catalysts & solvents 3

HCID 180AcetoneSolventHCID 962WaterSolventHCID 18366337Propan-2-one--water (1/1)Solvent

Procedure

To a solution of methyl 1,4-dimethyl-5-formylpyrrole-2-carboxylate (0.3 g, 0.0016 m) in acetone (10 ml) at room temperature was added over 15 minutes a solution of potassium permanganate (0.52 g, 0.0033 m) in 1:1 water-acetone (10 ml), and the resulting mixture allowed to stir for 1.5 hours. The reaction mixture was then diluted with water (100 ml), treated with enough sodium sulfite to reduce the excess permanganate, filtered, and the filtrate acidified with dilute hydrochloric acid. The resulting precipitate was filtered, washed well with water and dried to give 0.20 g (64%) of methyl 5-carboxy-1,4-dimethylpyrrole-2-carboxylate.

Workup

  1. filtrationfiltered
  2. filtrationThe resulting precipitate was filtered
  3. washwashed well with water
  4. customdried

Sources & evidence

ORD record
ord-165ddfa1bd6f4f38a7ba841303e6f146
Source dataset
uspto-grants-1983_04
Patent number
US04380645

Reaction notes

Loading…