Potassium Carbonate → HCID 57428728, compound

HRID 270121Notes

Reaction equation

HRID 270121 reaction equation
[Cl:1][C:2]1[C:3]([OH:13])=[CH:4][C:5]([OH:12])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].Cl[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[C:3]([O:13][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=[CH:4][C:5]([OH:12])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 699934-Methyloxybenzyl chlorideHCID 105751Benzoic acid, 5-chloro-2,4-dihydroxy-, methyl ester

Product 1

HCID 57428728HCID 57428728, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of methyl 5-chloro-2,4-dihydroxybenzoate (0.41 g, 2 mmol) in acetone were added 1-(chloromethyl)-4-methoxybenzene (0.32 g, 2 mmol) and K2CO3 (0.28 g, 2 mmol). The reaction mixture was heated with reflux for 3 days, than cooled to room temperature. The inorganic material was removed by filtration. The solvent was distilled in vacuo, and the residue was recrystallized from methanol to afford white solid (0.37 g, 60%).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperaturewith reflux for 3 days
  3. customThe inorganic material was removed by filtration
  4. distillationThe solvent was distilled in vacuo
  5. customthe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-97178c0cb3eb4b458f40f9f00d21e1cc
Source dataset
uspto-grants-2008_11
Patent number
US07449475B2

Reaction notes

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