Ethanol → HCID 67712375, Verbindung

HRID 233667

Reaktionsgleichung

Reaktionsgleichung von HRID 233667
[CH3:1][CH:2]1[C:6](=O)[CH2:5][C:4]2([CH2:12][CH2:11][N:10]([CH3:13])[CH2:9][CH2:8]2)[O:3]1.Cl.[NH2:15][NH:16][C:17]([NH2:19])=[O:18].[CH3:20][CH2:21][OH:22].[C:23]([O:26]CC)(=[O:25])[CH3:24]>>[C:23]([OH:26])(=[O:25])/[CH:24]=[CH:20]\[C:21]([OH:3])=[O:22].[CH3:1][CH:2]1[C:6](=[N:15][NH:16][C:17]([NH2:19])=[O:18])[CH2:5][C:4]2([CH2:12][CH2:11][N:10]([CH3:13])[CH2:9][CH2:8]2)[O:3]1

Komponenten

5

Edukt 4

HCID 702EthanolHCID 8857Ethyl Acetate2×HCID 11236Semicarbazide hydrochlorideHCID 101764012,8-Dimethyl-1-oxa-8-azaspiro[4.5]decan-3-one

Produkt 1

HCID 67712375HCID 67712375, Verbindung

Versuchsvorschrift

2,8-Dimethyl-1-oxa-8-azaspiro[4.5]decan-3-one (1.0 g, 5.5 mmol) and semicarbazide hydrochloride (1 g) were dissolved in abs. EtOH (50 ml). The reaction was stirred at room temperature overnight. The reaction was concentrated in vacuo and the residue was dissolved in chloroform and washed with saturated Na2CO3. The chloroform layer was dried and concentrated to give the crude product which was purified by chromatography on silica gel and elution with ammoniated 2-10% MeOH/CHC3. The solid obtained (1.4 g) was converted to the maleate salt in hot ethyl acetate. The resulting solid was digested with hot ethyl acetate and dried to give the title product, mp 204°-206° C.

Aufarbeitung

  1. concentrationThe reaction was concentrated in vacuo
  2. dissolutionthe residue was dissolved in chloroform
  3. washwashed with saturated Na2CO3
  4. dry with materialThe chloroform layer was dried
  5. concentrationconcentrated
  6. customto give the crude product which
  7. customwas purified by chromatography on silica gel and elution with ammoniated 2-10% MeOH/CHC3
  8. customThe solid obtained (1.4 g)
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9fa1149a4087426da9f533171dd43e00
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05594000

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