Potassium Carbonate → HCID 67228021, compound

HRID 1019836Notes

Reaction equation

HRID 1019836 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([OH:12])[CH:3]=1.[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19]Cl)=[CH:17][CH:16]=1.C([O-])([O-])=O.[K+].[K+]>CC#N>[F:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([O:12][CH2:19][C:18]2[CH:21]=[CH:22][C:15]([O:14][CH3:13])=[CH:16][CH:17]=2)[CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 699934-Methyloxybenzyl chlorideHCID 2775386Methyl 4-fluorosalicylate

Product 1

HCID 67228021HCID 67228021, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Methyl 4-fluoro-2-hydroxybenzoate (0.88 mol) was dissolved in CH3CN (1.5 l). Para methoxy benzylchloride (1.3 mol) and K2CO3 (2.2 mol) were added. The mixture was refluxed for 12 h. The mixture was filtered to remove the solid. The solvent was removed under vacuum. The resulting residue was purified by flash column chromatography (eluent: CH2Cl2). Yield 270 g (90% purity, 95% yield).

Workup

  1. temperatureThe mixture was refluxed for 12 h
  2. filtrationThe mixture was filtered
  3. customto remove the solid
  4. customThe solvent was removed under vacuum
  5. customThe resulting residue was purified by flash column chromatography (eluent: CH2Cl2)

Sources & evidence

ORD record
ord-c381d7d7f94941da8dafb518e1249bae
Source dataset
uspto-grants-2014_05
Patent number
US08716293B2

Reaction notes

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