Ethyl Acetate → Methyl 2-amino-3-methoxybenzoate

HRID 576326

Reaktionsgleichung

Reaktionsgleichung von HRID 576326
[CH3:1][O:2][C:3]1[C:4]([N+:13]([O-])=O)=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7].CCOC(C)=O>C1COCC1.CO.[Pd]>[NH2:13][C:4]1[C:3]([O:2][CH3:1])=[CH:12][CH:11]=[CH:10][C:5]=1[C:6]([O:8][CH3:9])=[O:7]

Komponenten

6

Edukt 2

HCID 8857Ethyl AcetateHCID 79195Benzoic acid, 3-methoxy-2-nitro-, methyl ester

Produkt 1

HCID 602320Methyl 2-amino-3-methoxybenzoateAusbeute 99,7 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A suspension of compound 52 (26.2 g, 124 mmol) and Pd/C (10 wt. %, 6.0 g) in THF (400 mL) and MeOH (200 mL) was stirred under an atmosphere of H2 at room temperature for 18 hours. EtOAc (300 mL) was added to the mixture and filtered through a Celite pad. The filtrate was concentrated in vacuo to provide the crude product 53 (22.4 g, 99%) as colorless oil.

Aufarbeitung

  1. filtrationfiltered through a Celite pad
  2. concentrationThe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-08f1985b2e514371aac935c3e9cd63df
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09034921B2

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