Ethanol → Sri 62320

HRID 445945

Reaktionsgleichung

Reaktionsgleichung von HRID 445945
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]([CH:17]([CH3:19])[CH3:18])[C:9]=2/[CH:20]=[CH:21]/[C@@H:22]([OH:30])[CH2:23][C@@H:24]([OH:29])[CH2:25][C:26]([OH:28])=[O:27])=[CH:4][CH:3]=1.CO[N-]C.C(O)C.[OH-].[Na+:39]>O>[Na+:39].[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]([CH:17]([CH3:19])[CH3:18])[C:9]=2/[CH:20]=[CH:21]/[C@@H:22]([OH:30])[CH2:23][C@@H:24]([OH:29])[CH2:25][C:26]([O-:28])=[O:27])=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 131730686HCID 131730686, Verbindung

Produkt 1

HCID 23663976Sri 62320Ausbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

E-(7-[3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl]-[(3R,5S)-3,5-dihydroxy-hept-6-enoic acid])-N-methoxy-N-methyl-amide (3.0 g), ethyl alcohol (30.0 mL), and a solution of sodium hydroxide (0.4 g) in water (3.0 mL) were added to a reactor. The reaction mixture was stirred for 16 hours while maintaining the temperature of 20˜25° C. and then concentrated under reduced pressure. The resulting residue was dissolved in chloroform (10.0 mL) and then diethyl ether (100.0 mL) was added thereto. The reaction mixture was stirred for over 5 hours and then filtered under reduced pressure. The resulting white solid was dried under vacuum to obtain (3R,5S,6E)-7-[3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl]-3,5-dihydroxy hept-6-enoic acid sodium salt (2.4 g, yield 85%).

Aufarbeitung

  1. temperaturewhile maintaining the temperature of 20˜25° C.
  2. concentrationconcentrated under reduced pressure
  3. dissolutionThe resulting residue was dissolved in chloroform (10.0 mL)
  4. additiondiethyl ether (100.0 mL) was added
  5. stirringThe reaction mixture was stirred for over 5 hours
  6. filtrationfiltered under reduced pressure
  7. customThe resulting white solid was dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-da2bd667ad9c4b65b43a6b634f1de1b4
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476432B2

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