Water → 4-(3-(2-Benzyloxyphenyl)propyl]benzoic acid

HRID 2394998

Reaktionsgleichung

Reaktionsgleichung von HRID 2394998
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([O-:17])=[O:16])=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:26](Br)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.O>CN(C=O)C.C(OCC)(=O)C>[CH2:26]([O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][C:14]([C:15]([OH:17])=[O:16])=[CH:18][CH:19]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 189738204-[3-(2-Hydroxyphenyl)propyl]benzoate

Produkt 1

HCID 189737644-(3-(2-Benzyloxyphenyl)propyl]benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 4-[3-(2-hydroxyphenyl)propyl]benzoate (1.0 g) in DMF (20 ml) was added potassium carbonate (0.76 g) and benzyl bromide (0.66 ml). The mixture was stirred for 18 hours, poured into water (100 ml) and ethyl acetate (100 ml). The ethyl acetate solution was washed with water (3×100 ml), dried (magnesium sulphate), filtered and evaporated. The residue was purified by subjecting to chromatography on silica gel using diethyl ether: hexane (1:9) as eluant. There was thus obtained methyl 4-[3-(2-benzyloxy-phenyl)propyl]benzoate (0.7 g) as an oil.

Aufarbeitung

  1. washThe ethyl acetate solution was washed with water (3×100 ml)
  2. dry with materialdried (magnesium sulphate)
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was purified

Quellen und Nachweise

ORD-Eintrag
ord-e16c852fe2a1405bbb1ddb02dd1b6999
Quelldatensatz
uspto-grants-1998_09
Patentnummer
US05811459

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