Hydrochloric Acid → Methyl (+/-)-3-(5-methylthiazol-2-yl)-4-(4-benzyloxyphenyl)butanoate
Reaktionsgleichung
[CH3:1][C:2]1[S:6][C:5](/[C:7](/[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2OCC2C=CC=CC=2)=[CH:8]\[C:9]([O:11][CH2:12]C)=[O:10])=[N:4][CH:3]=1.[Mg].Cl.[CH3:31][OH:32]>>[CH3:1][C:2]1[S:6][C:5]([CH:7]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]([O:32][CH2:31][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:19][CH:20]=2)[CH2:8][C:9]([O:11][CH3:12])=[O:10])=[N:4][CH:3]=1Komponenten
5
Versuchsvorschrift
Ethyl (±)-3-(5-methylthiazol-2-yl)-4-(benzyloxyphenyl)crotonate (0.99 mmole, crude) was dissolved in MeOH (5 mL), and magnesium turnings (120 mg, 4.95 mmole) were added at RT. After 72 hr the mixture was poured into 10% HCl (75 mL) and extracted with CH2Cl2 (3×50 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated to afford the crude title compound. This was used without purification: MS (ES) m/e 382 (M+H)+.