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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2102811Erstellt: 23. Oktober 2026

Methyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoate → Methyl 2-amino-4-hydroxy-5-methoxybenzoate

https://huagongshe.com/de/reaction/2102811

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoateHCID 22667033—
EduktHCID 178418361HCID 178418361—
KatalysatorPalladiumHCID 23938—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktMethyl 2-amino-4-hydroxy-5-methoxybenzoateHCID 2313247398,4%

Reaktionsschritte

In a 1 l Schlenk flask filled with argon, methyl 4benzyloxy-5-methoxy-2-nitrobenzoate (11.60 g, 36.6 mmol) and palladium on charcoal (1.17 g, 10% Pd, 1.1 mmol Pd) were combined and tetrahydrofuran (250 mL) was added. The argon was replaced with hydrogen (1 bar), and the mixture was vigorously stirred at r.t. until completion of the reaction. The palladium was separated by filtration through a pad of celite and the solvent was removed to obtain methyl 2-amino-4-hydroxy-5-methoxybenzoate (6.56 g, 36.0 mmol, 98%) which was used without further purification LC/ESI-MS: m/z=166 [M−CH4O+H]+; Rt=2.17 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07576090B2
Quelldatensatzuspto-grants-2009_08
ORD IDord-96f0e1d9de9b48f483c376647f0bb9b6
Quellennotizuspto-grants-2009_08