Hydrochloric Acid → 2-[(4-Methoxyphenyl)methyl]-4-methylphenol

HRID 554511Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 554511
C([O:8][C:9]1[CH:14]=[CH:13][C:12](OC)=[CH:11][C:10]=1[CH:17]([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=1)O)C1C=CC=CC=1.Cl.[CH3:28]O>[OH-].[Pd+2].[OH-]>[CH3:26][O:25][C:22]1[CH:21]=[CH:20][C:19]([CH2:17][C:10]2[CH:11]=[C:12]([CH3:28])[CH:13]=[CH:14][C:9]=2[OH:8])=[CH:24][CH:23]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 67459059(2-Benzyloxy-5-methoxyphenyl)-(4-methoxyphenyl)methanol

Produkt 1

HCID 124953802-[(4-Methoxyphenyl)methyl]-4-methylphenolAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 9942167Palladium hydroxideKatalysator

Versuchsvorschrift

To a solution of (2-benzyloxy-5-methoxyphenyl)-(4-methoxyphenyl)-methanol (1.46 g, 4.3 mmol) in methanol (20 ml), a 20% palladium hydroxide catalyst (73 mg) was added and furthermore 36% HCl (0.1 mL) was added thereto. The mixture was stirred under a hydrogen atmosphere for 72 hours, and then the catalyst was filtered off. The solvent was distilled under reduced pressure, and the obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:4)] to obtain the title compound (0.8 g, 80%).

Aufarbeitung

  1. filtrationthe catalyst was filtered off
  2. distillationThe solvent was distilled under reduced pressure
  3. customthe obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:4)]

Quellen und Nachweise

ORD-Eintrag
ord-edc185bea2204fccbff492738c0a36fe
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08048897B2

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