Butyric Acid → HCID 10247808, Verbindung

HRID 1939720

Reaktionsgleichung

Reaktionsgleichung von HRID 1939720
[CH3:1][C:2]([CH3:21])=[CH:3][CH2:4][C@@H:5]([OH:20])[C:6]1[C:16](=[O:17])[C:15]2[C:14]([OH:18])=[CH:13][CH:12]=[C:11]([OH:19])[C:10]=2[C:8](=[O:9])[CH:7]=1.C1(N=C=NC2CCCCC2)CCCCC1.[C:37](O)(=[O:41])[CH2:38][CH2:39][CH3:40]>CN(C)C1C=CN=CC=1.ClCCl>[C:37]([O:20][CH:5]([C:6]1[C:16](=[O:17])[C:15]2[C:10]([C:8](=[O:9])[CH:7]=1)=[C:11]([OH:19])[CH:12]=[CH:13][C:14]=2[OH:18])[CH2:4][CH:3]=[C:2]([CH3:21])[CH3:1])(=[O:41])[CH2:38][CH2:39][CH3:40]

Komponenten

6

Edukt 3

HCID 264Butyric AcidHCID 10868DicyclohexylcarbodiimideHCID 479503Shikonin

Produkt 1

HCID 10247808HCID 10247808, VerbindungAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

288 mg (1 mmole) of shikonin, 226 mg (1.1 mmole) of dicyclohexylcarbodiimide and 30 mg (0.25 mmole) of 4-dimethylaminopyridine were dissolved in 3 ml of dry dichloromethane. To the resulting solution was added 88 mg (1 mmole) of n-butanoic acid at 0° C. under nitrogen gas, and the mixture was stirred for 30 minutes and then at room temperature for further 3 hours. The resulting product was separated and purified according to the procedures as described in Example 1 to obtain 186 mg (Yield: 52%) of the title compound having the following structure as a red oil.

Aufarbeitung

  1. waitat room temperature for further 3 hours
  2. customThe resulting product was separated
  3. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-6bd0c0e8e2444064b66d7c5a953ab9f5
Quelldatensatz
uspto-grants-1997_12
Patentnummer
US05696276

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