Pyruvic Acid → HCID 20373165, compound

HRID 1834416Notes

Reaction equation

HRID 1834416 reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[C:5]([CH3:10])[C:6]=1[C:7](=[O:9])[CH3:8].[C:11]([OH:16])(=[O:15])[C:12]([CH3:14])=O>I.[PH2](O)=O>[CH3:1][C:2]1[NH:3][C:4]([CH:12]([C:11]([OH:16])=[O:15])[CH3:14])=[C:5]([CH3:10])[C:6]=1[C:7](=[O:9])[CH3:8]

Participants

5

Reactant 2

HCID 1060Pyruvic AcidHCID 15163Ketone, 2,4-dimethylpyrrol-3-yl methyl

Product 1

HCID 20373165HCID 20373165, compound

Reagents, catalysts & solvents 2

HCID 24841Hydrogen iodideSolventHCID 4124402Phosphinic AcidSolvent

Procedure

A solution of 548 mg. of 2,4-dimethyl-3-acetyl-pyrrole in 10 ml of hydriodic acid and 2 ml of 50% hypophosphorous acid was treated with 0.4 ml of pyruvic acid and stirred for 10 min, when yellow crystals separated. After standing for 2 days at 0° C. the crystals were separated, dried and slurried with 5 ml of water. The resulting colourless product was separated, washed with water, dried and recrystallized from ether (thimble) as pale yellow plates (46%), m.p. 156°-158° C. (dec.).

Workup

  1. customwhen yellow crystals separated
  2. waitAfter standing for 2 days at 0° C.
  3. customthe crystals were separated
  4. customdried
  5. customThe resulting colourless product was separated
  6. washwashed with water
  7. customdried
  8. customrecrystallized from ether (thimble) as pale yellow plates (46%), m.p. 156°-158° C. (dec.)

Sources & evidence

ORD record
ord-6f45fc9a5dd644c491d5fcee77bcc33e
Source dataset
uspto-grants-1978_01
Patent number
US04070366

Reaction notes

Loading…