Ammonium Acetate → 4-amino-8-(cyclopentyloxy)-7-methoxy-2H-chromen-2-one

HRID 20630

Reaktionsgleichung

Reaktionsgleichung von HRID 20630
[CH:1]1([O:6][C:7]2[C:8]([O:19][CH3:20])=[CH:9][CH:10]=[C:11]3[C:16]=2[O:15][C:14](=[O:17])[CH:13]=[C:12]3O)[CH2:5][CH2:4][CH2:3][CH2:2]1.C([O-])(=O)C.[NH4+:25]>C1(C)C=CC=C(C)C=1>[NH2:25][C:12]1[C:11]2[C:16](=[C:7]([O:6][CH:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)[C:8]([O:19][CH3:20])=[CH:9][CH:10]=2)[O:15][C:14](=[O:17])[CH:13]=1

Komponenten

4

Edukt 2

HCID 517165Ammonium AcetateHCID 771747928-(cyclopentyloxy)-4-hydroxy-7-methoxy-2H-chromen-2-one

Produkt 1

HCID 771747934-amino-8-(cyclopentyloxy)-7-methoxy-2H-chromen-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7929M-XyleneLösungsmittel

Versuchsvorschrift

A mixture of 8-(cyclopentyloxy)-4-hydroxy-7-methoxy-2H-chromen-2-one (450 mg, 1.63 mmol, Example 1, Step 2), ammonium acetate (3.0 g, 39 mmol), and anhydrous m-xylene (8 mL) was refluxed under N2. After 3 h, the reaction was concentrated and purified by silica gel chromatography (3:2→0:1; hexanes:ethyl acetate) to give 4-amino-8-(cyclopentyloxy)-7-methoxy-2H-chromen-2-one: MS (ESI): 275.9.

Aufarbeitung

  1. temperaturewas refluxed under N2
  2. concentrationthe reaction was concentrated
  3. custompurified by silica gel chromatography (3:2→0:1; hexanes:ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-04761b64a3d74a64b013bacdf263a064
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745646B2

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