Acetic Acid → HCID 178449921, compound

HRID 636728Notes

Reaction equation

HRID 636728 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=O.[CH3:8][C:9]([N+:12]([O-])=[O:13])([CH3:11])[CH3:10].C(O)(=O)C>C(O)C.[Zn]>[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[N+:12]([C:9]([CH3:11])([CH3:10])[CH3:8])[O-:13]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 116722-Methyl-2-nitropropaneHCID 13854Pyrrole-2-carboxaldehyde

Product 1

HCID 178449921HCID 178449921, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 702EthanolSolvent

Procedure

To a suspension of pyrrole-2-carbaldehyde (277.8 mg, 2.92 mmol), 1,1-dimethylnitroethane (601.1 mg, 5.83 mmol) and zinc (572.5 mg, 8.76 mmol) in ethanol (4.0 ml) was added acetic acid (1.05 g, 17.5 mmol) dropwise at 5° C. while stirring. The mixture was stirred at room temperature for one day. Zinc acetate in the mixture was filtered off and the filtrate was concentrated and purified by silica gel chromatography (hexane/ethyl acetate=1/1-2/3).

Workup

  1. stirringThe mixture was stirred at room temperature for one day
  2. filtrationZinc acetate in the mixture was filtered off
  3. concentrationthe filtrate was concentrated
  4. custompurified by silica gel chromatography (hexane/ethyl acetate=1/1-2/3)

Sources & evidence

ORD record
ord-a3f172c9920f44cfa2d7d70c64ac21b2
Source dataset
uspto-grants-2001_02
Patent number
US06194461B1

Reaction notes

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