Acetic Acid → HCID 73197185, compound

HRID 636719

Reaction equation

HRID 636719 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH3:11][C:12]([N+:15]([O-])=[O:16])([CH3:14])[CH3:13].C(O)(=O)C>C(O)C.[Zn]>[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[N+:15]([C:12]([CH3:14])([CH3:13])[CH3:11])[O-:16]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 116722-Methyl-2-nitropropaneHCID 134042,4-Dichlorobenzaldehyde

Product 1

HCID 73197185HCID 73197185, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 702EthanolSolvent

Procedure

To a suspension of 2,4-dichlorobenzaldehyde (462.1 mg, 2.64 mmol), 1,1-dimethylnitroethane (543.1 mg, 5.27 mmol) and zinc (514.8 mg, 7.88 mmol) in ethanol (3.0 ml) was added acetic acid (944.8 mg, 15.7 mmol) dropwise at 5° C. while stirring. The mixture was stirred at room temperature for one day. Zinc acetate was filtered off and the filtrate was concentrated and purified by silica gel chromatography (hexane/ethyl acetate=5/1).

Workup

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

Sources & evidence

ORD record
ord-66e336a05ee1493aaabe778d1c38f8e1
Source dataset
uspto-grants-2001_02
Patent number
US06194461B1

Linked notes

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