Methyl iodide → 5-Chloro-2-methoxybenzaldehyde

HRID 1982180Notes

Reaction equation

HRID 1982180 reaction equation
[Cl:1][C:2]1[CH:9]=[C:6]([CH:7]=[O:8])[C:5]([OH:10])=[CH:4][CH:3]=1.CI.[C:13](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH3:13])=[C:6]([CH:9]=1)[CH:7]=[O:8]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 124815-Chloro-salicylaldehyde

Product 1

HCID 37183565-Chloro-2-methoxybenzaldehydeYield 98.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4.3 g of 5-chlorosalicylaldehyde, together with 7.8 g of methyl iodide and 5.7 g of potassium carbonate, in 100 ml of acetone are heated to reflux (1 hour). After filtration, the filtrate is concentrated. 4.6 g of the title compound are obtained as an oil.

Workup

  1. temperatureto reflux (1 hour)
  2. filtrationAfter filtration
  3. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-6802af6ee8664fb38b35b713129f70e4
Source dataset
uspto-grants-1986_06
Patent number
US04595685

Reaction notes

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