HCID 54440772, Verbindung → HCID 20077534, Verbindung

HRID 1655053Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1655053
C[O:2][C:3]([C:5]1[CH:13]=[C:12]2[C:8]([C:9]([CH2:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]4[CH:33]=[CH:32][C:31]5[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=5)[N:25]=4)=[CH:18][CH:17]=3)=[CH:10][N:11]2[CH3:14])=[CH:7][CH:6]=1)=[O:4]>[OH-].[Na+].O1CCCC1.CO.O>[CH3:14][N:11]1[C:12]2[C:8](=[CH:7][CH:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:13]=2)[C:9]([CH2:15][C:16]2[CH:17]=[CH:18][C:19]([O:22][CH2:23][C:24]3[CH:33]=[CH:32][C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]=3)=[CH:20][CH:21]=2)=[CH:10]1

Komponenten

6

Edukt 1

HCID 54440772HCID 54440772, Verbindung

Produkt 1

HCID 20077534HCID 20077534, VerbindungAusbeute 59,7 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A solution of the methyl ester (Example 10, part ii) (1.73 g) in aqueous sodium hydroxide (2M, 5.9 ml), tetrahydrofuran (20 ml) and methanol (10 ml) was refluxed with stirring overnight. The reaction mixture was cooled, diluted with water until turbid and washed with diethyl ether (2×). The aqueous phase was acidified with acetic acid and the resulting precipitate filtered, washed with water and dried in vacuo at 50° C. to give the product as a white solid (1 g). A small amount was crystallised from tetrahydrofuran/ethanol m.p. 208°-212° C.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. washwashed with diethyl ether (2×)
  3. filtrationthe resulting precipitate filtered
  4. washwashed with water
  5. customdried in vacuo at 50° C.

Quellen und Nachweise

ORD-Eintrag
ord-11841f544d40485eaefa555b93fd970f
Quelldatensatz
uspto-grants-1995_04
Patentnummer
US05410061

Notizen zur Reaktion

Wird geladen…