Potassium Carbonate → HCID 19905469, compound

HRID 2371964Notes

Reaction equation

HRID 2371964 reaction equation
[C:1]([N:4]([CH:9]([C:11]1[CH:16]=[CH:15][C:14]([N:17]2[C:21]([CH3:22])=[CH:20][CH:19]=[C:18]2[CH3:23])=[CH:13][CH:12]=1)[CH3:10])[O:5]C(=O)C)(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+]>CO>[C:1]([N:4]([CH:9]([C:11]1[CH:16]=[CH:15][C:14]([N:17]2[C:18]([CH3:23])=[CH:19][CH:20]=[C:21]2[CH3:22])=[CH:13][CH:12]=1)[CH3:10])[OH:5])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 19905489HCID 19905489, compound

Product 1

HCID 19905469HCID 19905469, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1.4 g of N-acetyl-N-acetyloxy-1-[4-(2,5-dimethyl-1H-pyrrol-1-yl)-phenyl]-ethylamine and 7.0 g of potassium carbonate in 70 ml of methanol is stirred at room temperature overnight and then evaporated to dryness. The residue is suspended in water and the product is extracted with ethyl acetate. The ethyl-acetate extract is washed with brine, dried and evaporated to dryness. The residue is purified by chromatography on silica gel to yield N-acetyl-N-hydroxy-1-[4-(2,5-dimethyl-1H-pyrrol-1-yl)-phenyl]-ethylamine; NMR (DMSO-d6): δ7.15, 7.45, 5.85, 2.0, 2.15.

Workup

  1. customevaporated to dryness
  2. extractionthe product is extracted with ethyl acetate
  3. extractionThe ethyl-acetate extract
  4. washis washed with brine
  5. customdried
  6. customevaporated to dryness
  7. customThe residue is purified by chromatography on silica gel

Sources & evidence

ORD record
ord-bc603cc4d6b742ffb283bdefa4796d22
Source dataset
uspto-grants-1992_03
Patent number
US05096919

Reaction notes

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