Nitromethane → HCID 69531879, compound

HRID 1760900Notes

Reaction equation

HRID 1760900 reaction equation
[CH2:1]([O:13][C:14]1[CH:21]=[CH:20][C:17]([CH:18]=O)=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C([O-])(=O)C.[NH4+].[N+:27]([CH3:30])([O-:29])=[O:28]>>[N+:27]([CH:30]=[CH:18][C:17]1[CH:20]=[CH:21][C:14]([O:13][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[CH:15][CH:16]=1)([O-:29])=[O:28]

Participants

4

Reactant 3

HCID 6375NitromethaneHCID 141069p-DodecyloxybenzaldehydeHCID 517165Ammonium Acetate

Product 1

HCID 69531879HCID 69531879, compound

Conditions

Temperature
105 °C

Procedure

4-Dodecyloxybenzaldehyde (7.91 g; 27.25 mmol), ammonium acetate (1.57 g; 20.4 mmol) and nitromethane (2.57 ml; 48 mmol) are mixed together and the mixture is heated for 1.5 hours at 105° C. Cooling to 25° C. and extraction with tert-butyl methyl ether (50 ml) are then carried out, and the organic phase is dried over Na2SO4. After filtration, concentration to dryness by evaporation is carried out and the residue is suspended in methanol (80 ml). Filtration is then carried out, and the pale yellow crystals are washed with methanol and dried in vacuo.

Workup

  1. temperatureCooling to 25° C.
  2. extractionextraction with tert-butyl methyl ether (50 ml)
  3. dry with materialthe organic phase is dried over Na2SO4
  4. filtrationAfter filtration, concentration to dryness
  5. customby evaporation
  6. filtrationFiltration
  7. washthe pale yellow crystals are washed with methanol
  8. customdried in vacuo

Sources & evidence

ORD record
ord-2d24c7c904154c5aa2716d40651d2e03
Source dataset
uspto-grants-2005_01
Patent number
US06846492B2

Reaction notes

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