Methyl acetoacetate → HCID 13552997, Verbindung

Reaktionsgleichung

[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:13]=[CH:12][CH:11]=[CH:10][C:7]=1[CH:8]=O.[C:14]([O:20][CH3:21])(=[O:19])[CH2:15][C:16]([CH3:18])=O.[OH-:22].[NH4+:23]>CO>[CH3:18][C:16]1[NH:23][C:16]([CH3:18])=[C:15]([C:14]([O:20][CH3:21])=[O:22])[CH:8]([C:7]2[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=2[C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)[C:15]=1[C:14]([O:20][CH3:21])=[O:19]

Komponenten

Versuchsvorschrift

To a solution of Compound 1a (0.5 mmol) in methanol (5 mL) was added methyl acetoacetate (1.0 mmol) and concentrated ammonium hydroxide (1.0 mmol) and the reaction mixture was refluxed for 4 days. The solvent was removed in vacuo and the residue purified by flash chromatography on silica gel eluted with diethyl ether:hexane (1:1) and trituration with diethyl ether:hexane (1:2) to afford Compound 1b as a white solid (m.p. 173°-175° C.).