Potassium Hydroxide → 4-Methoxy-2-(prop-2-en-1-yloxy)benzoic acid

HRID 456805

Reaktionsgleichung

Reaktionsgleichung von HRID 456805
[CH2:1]([O:4][C:5]1[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:6]=1[C:7]([O:9]C)=[O:8])[CH:2]=[CH2:3].[OH-].[K+]>CO.CCOC(C)=O>[CH2:1]([O:4][C:5]1[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:6]=1[C:7]([OH:9])=[O:8])[CH:2]=[CH2:3]

Komponenten

5

Edukt 2

HCID 14797Potassium Hydroxide2×HCID 10242646Methyl 2-(allyloxy)-4-methoxybenzoate

Produkt 1

HCID 215068784-Methoxy-2-(prop-2-en-1-yloxy)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 2 (2.5 g, 11 mmol) in aqueous methanol (30 mL) was added KOH (1 eq, 630 mg). Reaction was heated to 50° C. for 12 hours before the addition of more KOH (630 mg). After 12 hours, the mixture was cooled, diluted with EtOAc and washed with 1M HCl. Aqueous layer was extracted with EtOAc (3×). Combined organic layers, dried over Na2SO4, and concentrated. Product was isolated as an off white solid and used without further purification.

Aufarbeitung

  1. customReaction
  2. temperaturethe mixture was cooled
  3. washwashed with 1M HCl
  4. extractionAqueous layer was extracted with EtOAc (3×)
  5. dry with materialCombined organic layers, dried over Na2SO4
  6. concentrationconcentrated
  7. customProduct was isolated as an off white solid
  8. customused without further purification

Quellen und Nachweise

ORD-Eintrag
ord-7a610adfa43f42618315f674ee0c8a30
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07186746B2

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