Acetone Cyanohydrin → HCID 178463102, Verbindung

HRID 1385031

Reaktionsgleichung

Reaktionsgleichung von HRID 1385031
[Br:1][C:2]1[C:11]2[N:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:5]([C:12]([OH:14])=O)=[CH:4][CH:3]=1.[CH2:15]([N:17]1[C:21]([OH:22])=[CH:20][CH:19]=[N:18]1)[CH3:16].C1(N=C=NC2CCCCC2)CCCCC1.CC(C)(O)C#N.C(=O)([O-])[O-].[Na+].[Na+]>C(#N)C.C(N(CC)CC)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:12]([C:20]2[CH:19]=[N:18][N:17]([CH2:15][CH3:16])[C:21]=2[OH:22])=[O:14])=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2

Komponenten

8

Edukt 5

HCID 6406Acetone CyanohydrinHCID 10340Sodium CarbonateHCID 10868DicyclohexylcarbodiimideHCID 110213638-bromoquinoline-5-carboxylic AcidHCID 178418331HCID 178418331, Verbindung

Produkt 1

HCID 178463102HCID 178463102, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6342AcetonitrileLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

1.00 g of 8-bromoquinoline-5-carboxylic acid, 0.44 g of 1-ethyl-5-hydroxypyrazole and 0.80 g of dicyclohexylcarbodiimide were stirred in 15 ml of acetonitrile at room temperature. After the addition of 0.2 ml of acetone cyanohydrin and 0.60 g of triethylamine, stirring was continued for 1.5 hours and the mixture was then poured into aqueous sodium carbonate solution. The alkaline phase was washed with ethyl acetate and diethyl ether and then acidified. The precipitate was filtered off under suction and the aqueous phase was extracted with ethyl acetate. This organic phase was dried and concentrated. The residue and the precipitate were combined.

Aufarbeitung

  1. washThe alkaline phase was washed with ethyl acetate and diethyl ether
  2. filtrationThe precipitate was filtered off under suction
  3. extractionthe aqueous phase was extracted with ethyl acetate
  4. customThis organic phase was dried
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9fdd006d23c84e68816f4a08d800cf40
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06262074B1

Verknüpfte Notizen

Wird geladen…