Water → 3-Methoxy-4-nitrobenzaldehyde

HRID 655196Notes

Reaction equation

HRID 655196 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[CH:5]=[O:6].IC.[C:15]([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[CH3:15][O:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[CH:5]=[O:6]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 697123-Hydroxy-4-nitrobenzaldehyde

Product 1

HCID 114920433-Methoxy-4-nitrobenzaldehyde

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 3-hydroxy-4-nitrobenzaldehyde (51.3 g), iodomethane (38.3 ml) and K2CO3 (85 g) in DMF (250 ml) was stirred at 60° C. for 1 h. The reaction mixture was cooled to room temperature and poured into water (600 ml). The solids were collected by filtration and dried in vacuo (50° C.).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationThe solids were collected by filtration
  3. customdried in vacuo (50° C.)

Sources & evidence

ORD record
ord-7d54f697937248188e281102ed4e2acc
Source dataset
uspto-grants-2011_12
Patent number
US08071587B2

Reaction notes

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