Water → 2,6-Bis-benzyloxybenzoic Acid Benzyl Ester

HRID 660617

Reaktionsgleichung

Reaktionsgleichung von HRID 660617
O[C:2]1[CH:10]=[CH:9][CH:8]=[C:7](O)[C:3]=1[C:4](O)=[O:5].[CH2:12](Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:20]([O-:23])([O-])=[O:21].[K+].[K+].[OH2:26]>CN(C=O)C>[CH2:12]([O:23][C:20](=[O:21])[C:2]1[C:10]([O:26][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:9][CH:8]=[CH:7][C:3]=1[O:5][CH2:4][C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:2]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 7498Benzyl BromideHCID 93382,6-Dihydroxybenzoic AcidHCID 11430Potassium Carbonate

Produkt 1

HCID 145620262,6-Bis-benzyloxybenzoic Acid Benzyl Ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 2,6-dihydroxybenzoic acid (1.54 g, 10 mmol) and benzyl bromide (3.63 mL, 30.5 mmol) in DMF (20 mL) is added K2CO3 (4.83 g, 30.5 mmol) and the mixture is stirred at RT for 48 h. Water is added and the mixture is extracted with EtOAc. The organic phase is washed with water and brine then is dried over sodium sulfate. The solvent is removed under reduced pressure and the residue is purified by flash chromatography using hexane/EtOAc (8:1) as eluent to give the title compound.

Aufarbeitung

  1. extractionthe mixture is extracted with EtOAc
  2. washThe organic phase is washed with water and brine
  3. dry with materialthen is dried over sodium sulfate
  4. customThe solvent is removed under reduced pressure
  5. customthe residue is purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-a81e8126fd804bb4b76982e317e953de
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084448B2

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