Methyl 2-(2-benzyloxy-5-ethoxyphenyl)acetate → Methyl 2-(5-ethoxy-2-hydroxyphenyl)acetate

HRID 1294130Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1294130
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH3:17])=[CH:11][C:10]=1[CH2:18][C:19]([O:21][CH3:22])=[O:20])C1C=CC=CC=1>[C].[Pd].O1CCCC1>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH3:17])=[CH:11][C:10]=1[CH2:18][C:19]([O:21][CH3:22])=[O:20]

Komponenten

4

Edukt 1

HCID 17861303Methyl 2-(2-benzyloxy-5-ethoxyphenyl)acetate

Produkt 1

HCID 17861247Methyl 2-(5-ethoxy-2-hydroxyphenyl)acetateAusbeute 73,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of methyl 2-(2-benzyloxy-5-ethoxyphenyl)acetate (1.60 g), 5% palladium carbon (3.0 g) and tetrahydrofuran (50 mL) was subjected to catalytic hydrogenation at room temperature and 1 atm. After filtering off the catalyst, the solvent was evaporated under reduced pressure. Hexane was added to the obtained crystals and the mixture was filtrated to give crystals (0.82 g) of methyl 2-(2-hydroxy-5-ethoxyphenyl)acetate. Recrystallization from diisopropyl ether-hexane gave pale-yellow prism crystals. melting point: 83-84° C.

Aufarbeitung

  1. customwas subjected to catalytic hydrogenation at room temperature
  2. filtrationAfter filtering off the catalyst
  3. customthe solvent was evaporated under reduced pressure
  4. additionHexane was added to the obtained crystals
  5. filtrationthe mixture was filtrated

Quellen und Nachweise

ORD-Eintrag
ord-494d51de0a744ba9b3ea26724663883b
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07238716B2

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