Nitromethane → HCID 12623346, compound

HRID 1844021Notes

Reaction equation

HRID 1844021 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[N+:10]([CH3:13])([O-:12])=[O:11].[OH-].[Na+]>C(O)C>[CH3:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:4](/[CH:5]=[CH:13]/[N+:10]([O-:12])=[O:11])[CH:3]=1

Participants

5

Reactant 3

HCID 6375NitromethaneHCID 121053-MethylbenzaldehydeHCID 14798Sodium Hydroxide

Product 1

HCID 12623346HCID 12623346, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-Methylbenzaldehyde (21 g, 174.273 mmol) was reacted with nitro methane (967 mL, 174.273 mmol), NaOH solution (6.7 g, 174.273 mmol in 17.32 mL H2O) and ethanol (210 mL) at 0° C. for 2 hours. The reaction mass was quenched using cold 50% HCl solution (60 mL) and extracted using ethyl acetate. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford 27 g of the product (95% yield).

Workup

  1. customThe reaction mass was quenched
  2. extractionextracted
  3. dry with materialThe organic layer was dried over anhydrous Na2SO4
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1022d389fbde4026b4e8f28fe4f114c3
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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