Tetrahydrofuran → HCID 57901756, Verbindung

HRID 1851455Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1851455
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([NH:9][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]2[C:18]=1[NH:17][C:16]([C:19](OCC)=[O:20])=[CH:15]2)(=[O:8])=[O:7].O1CCCC1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[NH4+]>C(O)C>[OH:20][CH2:19][C:16]1[NH:17][C:18]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][C:10]=2[NH:9][S:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)(=[O:8])=[O:7]

Komponenten

6

Edukt 4

HCID 8028TetrahydrofuranHCID 25517Ammonium ChlorideHCID 4076385HCID 4076385, VerbindungHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 57901756HCID 57901756, VerbindungAusbeute 82,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a mixture of ethyl 7-[(2-thienylsulfonyl)amino]-1H-indole-2-carboxylate (0.76 g) and tetrahydrofuran (15 mL) was added lithium aluminum hydride (0.15 g) at 0° C., and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added ethanol (5 mL), and saturated aqueous ammonium chloride solution (0.5 mL) was added. The resulting inorganic salt was removed by filtration, and the filtrate was concentrated. The residue was subjected to silica gel column chromatography, and the title compound (0.55 g, yield 82%) was obtained as colorless crystals from a fraction eluted with ethyl acetate-hexane (1:2, volume ratio). melting point>173° C. (decomposition).

Aufarbeitung

  1. additionwas added
  2. customThe resulting inorganic salt was removed by filtration
  3. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-34746676f09d48ce9a9797f4b30e755d
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957070B2

Notizen zur Reaktion

Wird geladen…