Potassium Carbonate → Methyl 2-(4-methoxybenzyloxy)-5-methylbenzoate

HRID 660787Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 660787
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:5]=1[OH:11].[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+]>CN(C=O)C.CCOC(C)=O>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:5]=1[O:11][CH2:19][C:18]1[CH:21]=[CH:22][C:15]([O:14][CH3:13])=[CH:16][CH:17]=1

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 699934-Methyloxybenzyl chlorideHCID 89802Methyl 5-methylsalicylate

Produkt 1

HCID 66756631Methyl 2-(4-methoxybenzyloxy)-5-methylbenzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 2-hydroxy-5-methylbenzoic acid methyl ester (4.98 g, 30 mmol), 4-methoxybenzyl chloride (4.69 g, 30 mmol) and K2CO3 (4.55 g, 33 mmol) in DMF (50 mL) is stirred at 60° C. for 48 h. The mixture is diluted with EtOAc and washed with 1N HCl and brine then the organic phase is dried over magnesium sulfate. The solvent is removed under reduced pressure and the residue is purified by column chromatography using a gradient of 0-100% EtOAc/hexane as eluent to give the title compound as a colorless oil.

Aufarbeitung

  1. washwashed with 1N HCl and brine
  2. dry with materialthe organic phase is dried over magnesium sulfate
  3. customThe solvent is removed under reduced pressure
  4. customthe residue is purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-df74d21babdf4d7fb4b3e37e2a9c428e
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084448B2

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