Potassium Carbonate → HCID 14363645, compound

HRID 369888Notes

Reaction equation

HRID 369888 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]([OH:12])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].Br[CH2:14][C:15]([O:17][CH3:18])=[O:16].[C:19](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[OH:1][C:2]1[CH:11]=[C:10]([CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5])[O:12][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 16523Methyl 2,4-DihydroxybenzoateHCID 60984Methyl bromoacetate

Product 1

HCID 14363645HCID 14363645, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of methyl 2,4-dihydroxybenzoate (25.1 g) in acetone (250 ml) are added methyl bromoacetate (14.9 ml) and potassium carbonate (21.7 g), and the mixture is refluxed for 3 hours. The mixture is filtered, and the filtrate is concentrated, and the residue is purified by silica gel column chromatography (solvent; n-hexane:ethyl acetate=3:1) to give ethyl 2-(3-hydroxy-4-methoxycarbonylphenoxy)acetate (31.5 g).

Workup

  1. temperaturethe mixture is refluxed for 3 hours
  2. filtrationThe mixture is filtered
  3. concentrationthe filtrate is concentrated
  4. customthe residue is purified by silica gel column chromatography (solvent; n-hexane:ethyl acetate=3:1)

Sources & evidence

ORD record
ord-093def20e2b94cb68ce65b253a616ad5
Source dataset
uspto-grants-2000_10
Patent number
US06140330

Reaction notes

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