Nitromethane → HCID 5376945, compound

HRID 2275401Notes

Reaction equation

HRID 2275401 reaction equation
[CH3:1][O:2][C:3]1[C:10]([O:11][CH3:12])=[C:9]([O:13][CH3:14])[CH:8]=[CH:7][C:4]=1[CH:5]=O.C([O-])(=O)C.[NH4+].[N+:20]([CH3:23])([O-:22])=[O:21]>>[CH3:14][O:13][C:9]1[CH:8]=[CH:7][C:4](/[CH:5]=[CH:23]\[N+:20]([O-:22])=[O:21])=[C:3]([O:2][CH3:1])[C:10]=1[O:11][CH3:12]

Participants

4

Reactant 3

HCID 6375NitromethaneHCID 750062,3,4-TrimethoxybenzaldehydeHCID 517165Ammonium Acetate

Product 1

HCID 5376945HCID 5376945, compound

Conditions

Temperature
50 °C

Procedure

2,3,4-trimethoxybenzaldehyde (20 g) was dissolved in nitromethane (50 ml). Ammonium acetate (8.25 g) was added, and the reaction was heated to 50° C. for 2 hrs. The solvents were evaporated in vacuo. The orange residue was partitioned between water and DCM. The organic layer was washed with brine, dried over Na2SO4 filtered and concentrated in vacuo.

Workup

  1. customThe solvents were evaporated in vacuo
  2. customThe orange residue was partitioned between water and DCM
  3. washThe organic layer was washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7b43c4c3f2bc487e968d16d6c98987e1
Source dataset
uspto-grants-2015_09
Patent number
US09127007B2

Reaction notes

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