Ammonium Hydroxide → (5,6-Dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)Oxoacetamide

HRID 557189Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 557189
[OH-].[NH4+:2].C[O:4][C:5](=O)[C:6]([C:8]1[C:18]2=[C:19]3[C:14](=[CH:15][CH:16]=[CH:17]2)[CH2:13][CH2:12][CH2:11][N:10]3[CH:9]=1)=[O:7]>O1CCCC1>[C:8]1([C:6](=[O:7])[C:5]([NH2:2])=[O:4])[C:18]2=[C:19]3[C:14](=[CH:15][CH:16]=[CH:17]2)[CH2:13][CH2:12][CH2:11][N:10]3[CH:9]=1

Komponenten

4

Edukt 2

HCID 14923Ammonium HydroxideHCID 59298805methyl 2-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-2-oxoacetate

Produkt 1

HCID 22556693(5,6-Dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)OxoacetamideAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Add concentrated ammonium hydroxide (2 mL) to a solution of (5,6-Dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)oxoacetic acid methyl ester (0.50 g, 2.06 mmol) in 10 mL of tetrahydrofuran at 0° C. Remove the cooling bath and stir the mixture for 3 hours. Dilute the reaction with 20 mL of water and filter the suspension. Wash the filter cake with 10 mL of water followed by 10 mL of diethyl ether, and dry under reduced pressure to provide the desired compound as a light yellow solid (0.403 g, 86%).

Aufarbeitung

  1. customRemove the cooling bath
  2. additionDilute
  3. customthe reaction with 20 mL of water
  4. filtrationfilter the suspension
  5. washWash the filter cake with 10 mL of water
  6. customdry under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b17d3617b1c74c168301cd98de07dc53
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08058425B2

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