Nitromethane → HCID 10920798, compound

HRID 1815682Notes

Reaction equation

HRID 1815682 reaction equation
C[O-].[Na+].[CH2:4]=[CH:5][C:6](=[O:10])[CH2:7][CH2:8][CH3:9].[N+:11]([CH3:14])([O-:13])=[O:12]>CO>[N+:11]([CH2:14][CH2:4][CH2:5][C:6](=[O:10])[CH2:7][CH2:8][CH3:9])([O-:13])=[O:12]

Participants

5

Reactant 3

HCID 6375NitromethaneHCID 153951-Hexen-3-oneHCID 10942334Sodium Methoxide

Product 1

HCID 10920798HCID 10920798, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
-10 °C

Procedure

A solution of sodium methoxide in MeOH is added to a solution of 1-hexen-3-one and nitromethane in MeOH at −30° C. The reaction mixture is then warmed to −10° C. for 1.5 h, quenched with half saturated ammonium chloride solution, and then extracted with dichloromethane. The combined organics are dried over sodium sulfate concentrated and then stripped from toluene and MeOH to provide 7-nitro-heptan-4-one.

Workup

  1. customquenched with half saturated ammonium chloride solution
  2. extractionextracted with dichloromethane
  3. dry with materialThe combined organics are dried over sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a219cd28fdc44be58fb599bde2a8b232
Source dataset
uspto-grants-2005_04
Patent number
US06878848B2

Reaction notes

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