Potassium Iodide → Methyl 4-methoxy-2-propoxybenzoate

HRID 1460974

Reaktionsgleichung

Reaktionsgleichung von HRID 1460974
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:13])[C:6](=[CH:11][CH:12]=1)[C:7]([O:9][CH3:10])=[O:8].Br[CH2:15][CH2:16][CH3:17].[I-].[K+].C(=O)([O-])[O-].[K+].[K+]>C(OCC)C>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[C:5]([O:13][CH2:15][CH2:16][CH3:17])[CH:4]=1

Komponenten

6

Edukt 4

HCID 4875Potassium IodideHCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 79523Methyl 4-methoxysalicylate

Produkt 1

HCID 21250797Methyl 4-methoxy-2-propoxybenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A stirred mixture of methyl 4-methoxysalicylate (25 g), bromopropane (15.6 ml), potassium iodide (2.82 g) and anhydrous potassium carbonate (27.53 g) was heated under reflux for 48 hours. The cooled reaction mixture was filtered and the filtrate was evaporated under reduced pressure to yield an oil which was dissolved in diethyl ether (200 ml). The ethereal solution was extracted with aqueous sodium hydroxide to remove unreacted starting material and the organic phase was then washed with water and brine, dried (magnesium sulphate) and evaporated under reduced pressure to yield methyl 4-methoxy-2-propoxybenzoate, 22.45 g.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 48 hours
  3. customThe cooled reaction mixture
  4. filtrationwas filtered
  5. customthe filtrate was evaporated under reduced pressure
  6. customto yield an oil which
  7. extractionThe ethereal solution was extracted with aqueous sodium hydroxide
  8. customto remove unreacted
  9. washthe organic phase was then washed with water and brine
  10. dry with materialdried (magnesium sulphate)
  11. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bb21f7a10ca3490a95cfe0880b422987
Quelldatensatz
uspto-grants-1991_12
Patentnummer
US05073559

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