Dichloromethane → 1-(3-Amino-5-(benzyloxy)-2-hydroxyphenyl)ethanone

HRID 1662954Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1662954
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([N+:19]([O-])=O)[C:12]([OH:18])=[C:13]([C:15](=[O:17])[CH3:16])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClCCl>CO.[Rh]>[NH2:19][C:11]1[C:12]([OH:18])=[C:13]([C:15](=[O:17])[CH3:16])[CH:14]=[C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:10]=1

Komponenten

5

Edukt 2

HCID 6344DichloromethaneHCID 210728231-(5-(Benzyloxy)-2-hydroxy-3-nitrophenyl)ethanone

Produkt 1

HCID 210728221-(3-Amino-5-(benzyloxy)-2-hydroxyphenyl)ethanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23948RhodiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

69.5 g (242 mmol) 1-(5-benzyloxy-2-hydroxy-3-nitrophenyl)-ethanone are dissolved in 1.4 L methanol and hydrogenated in the presence of 14 g rhodium on charcoal (10%) as catalyst at 3 bar and ambient temperature. Then the catalyst is filtered off and the filtrate is evaporated down. The residue is reacted further without additional purification. Yield: 60.0 g (96%), Rf value=0.45 (dichloromethane on silica gel).

Aufarbeitung

  1. filtrationThen the catalyst is filtered off
  2. customthe filtrate is evaporated down
  3. customThe residue is reacted further without additional purification

Quellen und Nachweise

ORD-Eintrag
ord-b31a6aac60bb4ed08bc8daa8762d43f0
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08034809B2

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