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Sodium Methoxide → Ethyl 3-(5-hydroxy-2-methoxyphenyl)propanoate

HRID 709696
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 709696
C[O-].[Na+].[CH3:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([O:12]C(OC)=O)=[CH:8][C:7]=1[CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]>CO>[OH:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH3:4])=[C:7]([CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:8]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 10942334Sodium MethoxideHCID 117759608Ethyl 3-(2-methoxy-5-(methoxycarbonyloxy)phenyl)propanoate

Produkt 1

HCID 69644523Ethyl 3-(5-hydroxy-2-methoxyphenyl)propanoateAusbeute 91,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of sodium methoxide (227 mg) in methanol (10 ml) was added ethyl 3-(2-methoxy-5-(methoxycarbonyloxy)phenyl)propanoate (1.00 g), and the mixture was stirred for 1 hr. The reaction mixture was concentrated, and the residue was extracted with ethyl acetate. The extract was washed with saturated brine, and the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (730 mg) as a yellow oil. This compound was used for the next step without further purification.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. extractionthe residue was extracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c209110839de406ba4a2c99eacf1366a
Quelldatensatz
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09181186B2

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