Lithium Chloride → 8-Cyclodecyl-3-(2-hydroxy-ethyl)-1-phenyl-1,3,8-triaza-spiro[4,5]decan-4-one hydrochloride

HRID 1638211Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1638211
C[O:2][C:3](=O)[CH2:4][N:5]1[C:9](=[O:10])[C:8]2([CH2:15][CH2:14][N:13]([CH:16]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)[CH2:12][CH2:11]2)[N:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:6]1.[Cl-].[Li+].[BH4-].[Na+].[Cl:37]CCl.O.CO>COCCOC>[ClH:37].[CH:16]1([N:13]2[CH2:14][CH2:15][C:8]3([N:7]([C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH2:6][N:5]([CH2:4][CH2:3][OH:2])[C:9]3=[O:10])[CH2:11][CH2:12]2)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]1

Komponenten

6

Edukt 4

HCID 433294Lithium ChlorideHCID 4311764Sodium borohydrideHCID 21958822Dichloromethane methanol waterHCID 54435212(8-Cyclodecyl-4-oxo-1-phenyl-1,3,8-triaza-spiro[4,5]dec-3-yl)-acetic acid methyl ester

Produkt 1

HCID 188012228-Cyclodecyl-3-(2-hydroxy-ethyl)-1-phenyl-1,3,8-triaza-spiro[4,5]decan-4-one hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

(8-Cyclodecyl-4-oxo-1-phenyl-1,3,8-triaza-spiro[4,5]dec-3-yl)-acetic acid methyl ester (0.8 mmol) was dissolved in ethyleneglycol dimethylether (2 ml). Lithiumchloride (0.8 mmol) and sodium borohydride (0.8 mol) were added. After stirring for 4 h the reaction mixture was distributed between dichloromethane/water/methanol. The organic layer was separated, dried over magnesium sulfate and evaporated. The residue was purified by column chromatography (SiO2, ethyl acetate). Formation of the HCl-salt yielded the title compound as a white solid, 0.124 g, m. p. 190° C. and MS: m/e=414.5 (M+H+).

Aufarbeitung

  1. customThe organic layer was separated
  2. dry with materialdried over magnesium sulfate
  3. customevaporated
  4. customThe residue was purified by column chromatography (SiO2, ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-cf9804174dff49aba5a012d572bcd3be
Quelldatensatz
uspto-grants-2000_03
Patentnummer
US06043366

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