Water → HCID 66769079, Verbindung

HRID 606452Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 606452
[C:1]1([C:7]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:8]2[CH:12]=[N:11][C:10]([S:13][CH2:14][CH2:15][O:16][C:17]3[CH:22]=[C:21]([C:23]#[N:24])[CH:20]=[CH:19][N:18]=3)=[N:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1>[C:31]1([C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[N:8]2[CH:12]=[N:11][C:10]([S:13][CH2:14][CH2:15][O:16][C:17]3[CH:22]=[C:21]([CH2:23][NH2:24])[CH:20]=[CH:19][N:18]=3)=[N:9]2)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 66768878HCID 66768878, Verbindung

Produkt 1

HCID 66769079HCID 66769079, VerbindungAusbeute 41 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of 2-[(2-{[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]thio}ethyl)oxy]pyridine-4-carbonitrile obtained in Reference Example 19 (5.00 g, 10.2 mmol) in THF (40 mL) was added to a suspension of lithium aluminum hydride (0.775 g, 20.4 mmol) in THF (60 mL) at 0° C., and the mixture was stirred at room temperature for 7 hr. The mixture was cooled to 0° C., water and 1N aqueous sodium hydroxide solution were added, and the insoluble material was filtered off. The filtrate was dried over sodium sulfate, and concentrated. The obtained oil was purified by silica gel column chromatography (0-20% methanol/ethyl acetate) to give the title compound as a yellow oil (2.06 g, 41%).

Aufarbeitung

  1. temperatureThe mixture was cooled to 0° C.
  2. filtrationthe insoluble material was filtered off
  3. dry with materialThe filtrate was dried over sodium sulfate
  4. concentrationconcentrated
  5. customThe obtained oil was purified by silica gel column chromatography (0-20% methanol/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-e2af71962ed549dbb7c6cd6ae5ac0f6f
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915267B2

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