Benzyloxyamine hydrochloride → HCID 178419047, Verbindung

HRID 496685

Reaktionsgleichung

Reaktionsgleichung von HRID 496685
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]=[C:6](SC)[C:5]12[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.Cl.[CH2:19]([O:26][NH2:27])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CO>[CH2:19]([O:26][N:27]=[C:6]1[C:5]2([CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[C:4]2[C:8](=[CH:9][CH:10]=[C:2]([Br:1])[CH:3]=2)[NH:7]1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Komponenten

4

Edukt 2

HCID 102312Benzyloxyamine hydrochlorideHCID 219862665'-Bromo-2'-(methylthio)spiro[cyclohexane-1,3'-[3H]indole]

Produkt 1

HCID 178419047HCID 178419047, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

5′-Bromo-2′-(methylthio)spiro[cyclohexane-1,3′-[3H ]indole] (9.0 g, 28.98 mmol) and O-benzylhydroxylamine hydrochloride (13.8 g, 86.9 .mmol) were combined in methanol (150 mL) and heated to 45° C. for 6 hours. Methanol was evaporated in vacuo. Ethyl acetate was added to the residue and this mixture was washed with ammonium chloride solution. Ethyl acetate was dried over magnesium sulfate, ethyl acetate collected evaporated in vacuo and the residue was flash chromatographed on alumina 90 (9:1Hexane/EtOAc) to the desired product (6.5 g, 60%).

Aufarbeitung

  1. customMethanol was evaporated in vacuo
  2. additionEthyl acetate was added to the residue
  3. washthis mixture was washed with ammonium chloride solution
  4. dry with materialEthyl acetate was dried over magnesium sulfate, ethyl acetate
  5. customcollected
  6. customevaporated in vacuo
  7. customchromatographed on alumina 90 (9:1Hexane/EtOAc) to the desired product (6.5 g, 60%)

Quellen und Nachweise

ORD-Eintrag
ord-cb1327f5964c4c7fb782c4a801d50834
Quelldatensatz
uspto-grants-2005_09
Patentnummer
US06946454B2

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