Water → 4-(4-Chromanoyloxy)-2-methoxybenzoic acid

HRID 1683

Reaktionsgleichung

Reaktionsgleichung von HRID 1683
[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([C:11]([O:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20]C)=[O:19])=[C:16]([O:24][CH3:25])[CH:15]=2)=[O:12])[CH2:3][CH2:2]1.O.O[Li].O>C1COCC1>[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([C:11]([O:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([OH:20])=[O:19])=[C:16]([O:24][CH3:25])[CH:15]=2)=[O:12])[CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 19691018Methyl 4-(4-chromanoyloxy)-2-methoxybenzoate

Produkt 1

HCID 196909804-(4-Chromanoyloxy)-2-methoxybenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

To a stirred solution of methyl 4-(4-chromanoyloxy)-2-methoxybenzoate (260 mg, 0.82 mmol) in THF:H2O (4 mL:0.8 mL) was added LiOH.H2O (172 mg, 4.1 mmol). The reaction was heated to 45° C. over 12 h and then cooled to ambient temperature. The solvent was removed under reduced pressure. The crude solid was passed through a small plug of silca gel packed in 90:10 CH2Cl2 :MeOH(NH3) and eluted with same. The solvent was removed under reduced pressure to afford 4-(4-chromanoyloxy)-2-methoxybenzoic acid as a foam.

Aufarbeitung

  1. temperaturecooled to ambient temperature
  2. customThe solvent was removed under reduced pressure
  3. washMeOH(NH3) and eluted with same
  4. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-319ce102069542b08b0f9d0be725ed30
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05726172

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