Nitromethane → HCID 86730321, compound

HRID 1427019Notes

Reaction equation

HRID 1427019 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[O:17][CH:18]([CH3:20])[CH3:19])[CH:12]=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])(=O)C.[NH4+].[N+:26]([CH3:29])([O-:28])=[O:27]>C(O)(=O)C>[CH2:1]([O:8][C:9]1[CH:10]=[C:11](/[CH:12]=[CH:29]/[N+:26]([O-:28])=[O:27])[CH:14]=[CH:15][C:16]=1[O:17][CH:18]([CH3:20])[CH3:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6375NitromethaneHCID 517165Ammonium AcetateHCID 11140186HCID 11140186, compound

Product 1

HCID 86730321HCID 86730321, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
130 °C

Procedure

3-(Benzyloxy)-4-isopropoxybenzaldehyde described in Production Example 17-2 (2.59 g, 9.59 mmol) was dissolved in acetic acid (7.5 mL), then ammonium acetate (887 mg, 11.5 mmol) and nitromethane (1.25 mL, 23.1 mmol) were added under nitrogen atmosphere at room temperature, and the mixture was heated and stirred at 130° C. for 2 hours. The mixture was cooled to room temperature, and the precipitate was collected by filteration and washed with ethanol to obtain the title compound (2.20 g, 73%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureThe mixture was cooled to room temperature
  3. customthe precipitate was collected by filteration
  4. washwashed with ethanol

Sources & evidence

ORD record
ord-657cb59ca4b24da39085c98c42afffbe
Source dataset
uspto-grants-2015_01
Patent number
US08933099B2

Reaction notes

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