Acetic Acid → HCID 85447183, compound

HRID 636722Notes

Reaction equation

HRID 636722 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[CH3:10][C:11]([N+:14]([O-])=[O:15])([CH3:13])[CH3:12].C(O)(=O)C>C(O)C.[Zn]>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[N+:14]([C:11]([CH3:13])([CH3:12])[CH3:10])[O-:15])[CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 116722-Methyl-2-nitropropaneHCID 680093-Fluorobenzaldehyde

Product 1

HCID 85447183HCID 85447183, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 702EthanolSolvent

Procedure

To a suspension of 3-fluorobenzaldehyde (327.5 mg, 2.64 mmol), 1,1-dimethylnitroethane (542.3 mg, 5.26 mmol) and zinc (517.9 mg, 7.92 mmol) in ethanol (3.0 ml) was added acetic acid (946.2 mg, 15.8 mmol) dropwise at 5° C. while stirring. The mixture was stirred at room temperature for 5 hours. Zinc acetate in the mixture was filtered off and the filtrate was concentrated and purified by silica gel chromatography (hexane/ethyl acetate=2/1).

Workup

  1. stirringThe mixture was stirred at room temperature for 5 hours
  2. filtrationZinc acetate in the mixture was filtered off
  3. concentrationthe filtrate was concentrated
  4. custompurified by silica gel chromatography (hexane/ethyl acetate=2/1)

Sources & evidence

ORD record
ord-3e7b518691c04d9c892b56d9f697c493
Source dataset
uspto-grants-2001_02
Patent number
US06194461B1

Reaction notes

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