Reaktion #320849

Reaktionsgleichung

ethyl acetate

ethyl acetate

2,8-Dimethyl-1-oxa-8-azaspiro[4.5]decan-3-one

semicarbazide hydrochloride

EtOH

→

title product

2,8-Dimethyl-1-oxa-8-azaspiro[4.5]decan-3-one semicarbazone maleate

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction was concentrated in vacuo
2. 2
   workup.DISSOLUTIONthe residue was dissolved in chloroform
3. 3
   Waschenwashed with saturated Na2CO3
4. 4
   TrocknenThe chloroform layer was dried
5. 5
   Einengenconcentrated
6. 6
   Sonstigeto give the crude product which
7. 7
   Sonstigewas purified by chromatography on silica gel and elution with ammoniated 2-10% MeOH/CHC3
8. 8
   SonstigeThe solid obtained (1.4 g)
9. 9
   Sonstigedried

Vorschrift

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.

Quelle