Nitromethane → HCID 66724814, compound

HRID 1799222Notes

Reaction equation

HRID 1799222 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][C:3]=1[O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C([O-])(=O)C.[NH4+].[N+:23]([CH3:26])([O-:25])=[O:24]>C(O)(=O)C>[N+:23]([CH:26]=[CH:6][C:5]1[CH:8]=[CH:9][C:2]([Cl:1])=[C:3]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:4]=1)([O-:25])=[O:24]

Participants

5

Reactant 3

HCID 6375NitromethaneHCID 517165Ammonium AcetateHCID 22117848HCID 22117848, compound

Product 1

HCID 66724814HCID 66724814, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

4-Chloro-3-(phenylmethoxy)benzaldehyde (82d) (1.9 g, 7.7 mmol) was dissolved in 12 mL of acetic acid. To this was added 1.7 g of ammonium acetate and 2.5 mL of nitromethane. The reaction mixture was refluxed for 3 hours. The solution was cooled to room temperature and poured into ice. A green-yellow solid precipitated. The precipitate was filtered, washed with water, and hexane, and vacuum dried to give the 1.6 g (72% yield) of the title compound (82e).

Workup

  1. temperatureThe reaction mixture was refluxed for 3 hours
  2. additionpoured into ice
  3. customA green-yellow solid precipitated
  4. filtrationThe precipitate was filtered
  5. washwashed with water, and hexane, and vacuum
  6. customdried

Sources & evidence

ORD record
ord-81a4d3d85b4b42399a1d2c2a6c7e5d84
Source dataset
uspto-grants-2013_01
Patent number
US08344028B2

Reaction notes

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