Nitromethane → 2-Methoxy-β-nitrostyrene

HRID 1843850Notes

Reaction equation

HRID 1843850 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[N+:11]([CH3:14])([O-:13])=[O:12].[OH-].[Na+]>C(O)C>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=[CH:14][N+:11]([O-:13])=[O:12]

Participants

5

Reactant 3

HCID 6375NitromethaneHCID 86582-MethoxybenzaldehydeHCID 14798Sodium Hydroxide

Product 1

HCID 979212-Methoxy-β-nitrostyreneYield 83.89%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

Using the same reaction procedure and workup as described in Example 1, step 1, 2-methoxy-benzaldehyde (5 g, 36.7242 mmol) in ethanol (166 mL) was reacted with nitro methane (1.98 mL, 36.7242 mmol) and 10N NaOH (1.39 g, 34.9602 mmol). The resulting mixture was stirred at 0° C. for 1 hr to afford 4.5 g of the product (83.89% yield).

Workup

  1. customthe same reaction procedure

Sources & evidence

ORD record
ord-c45e8a1b4b4e4e678ee9dfa079fa22cb
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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