Hydrochloric Acid → HCID 68541943, Verbindung

HRID 1445716Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1445716
C[O:2][C:3]([C@@H:5]1[CH:14]=[C:13]2[C@@H:8]([CH2:9][C:10]3[C:11]4[C:18]([NH:19][CH:20]=3)=[CH:17][CH:16]=[CH:15][C:12]=42)[N:7]([C:21](=[O:29])[NH:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:6]1)=[O:4].CO.[OH-].[Li+].Cl>O.CO.ClCCl.C1COCC1>[C:23]1([NH:22][C:21]([N:7]2[C@H:8]3[C:13]([C:12]4[CH:15]=[CH:16][CH:17]=[C:18]5[C:11]=4[C:10](=[CH:20][NH:19]5)[CH2:9]3)=[CH:14][C@@H:5]([C:3]([OH:4])=[O:2])[CH2:6]2)=[O:29])[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3939Lithium HydroxideHCID 68545203HCID 68545203, Verbindung

Produkt 1

HCID 68541943HCID 68541943, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 21226129Dichloromethane methanolLösungsmittel

Versuchsvorschrift

To a 100 ml round-bottom flask containing (6aR,9R)-7-phenylcarbamoyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid methyl ester (0.8 g, 2.06 mmol) is added methanol (12 ml), THF (24 ml) and a solution of lithium hydroxide (247 mg) in water (12 ml). The reaction mixture is stirred at room temperature for 20 minutes by which time TLC in 20% methanol/dichloromethane showed complete conversion of starting material. The colour of the crude reaction mixture has changed from light yellow to a violet red. The volatiles are removed in vacuo (leaving only water) and the aqueous solution made acidic with the addition of 1 M HCl. The resulting beige precipitate is filtered at the pump and the filter cake washed with distilled water (50 ml). The filter cake is then dried in a high vacuum oven at 50° C. for 16 hours providing product.

Aufarbeitung

  1. customThe colour of the crude reaction mixture
  2. customThe volatiles are removed in vacuo (
  3. customleaving only water) and the aqueous solution
  4. filtrationThe resulting beige precipitate is filtered at the pump
  5. washthe filter cake washed with distilled water (50 ml)
  6. customThe filter cake is then dried in a high vacuum oven at 50° C. for 16 hours
  7. customproviding product

Quellen und Nachweise

ORD-Eintrag
ord-2a83e35925d0468c8f756b8399d91ee6
Quelldatensatz
uspto-grants-2010_02
Patentnummer
US07666877B2

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