反应详情

1,1-Dimethylethyl 2-acetyl-3-oxo-4-(phenylthio)butanoate Add tert-butyl acetoacetate (1.30 mL, 8.0 mmol) dropwise to a solution of sodium tert-butoxide (770 mg, 8.0 mmol) in diethyl ether (15 mL) at 0° C. under nitrogen. Stir the white precipitate at RT for 20 h and cool to 0° C. Add (phenylthio)acetyl chloride (1.2 mL, 8.0 mmol) dropwise and observe as the suspension turns yellow, then becomes a clear solution, and finally forms a white precipitate when all the reagent is added. Stir the reaction for 24 h at RT. Quench with 2 N HCl (15 mL), wash the aqueous layer with EtOAc (15 mL). Dry (MgSO4), concentrate and purify (silica gel chromatography, eluting with 100:0 to 90:10 2-methylpentane:EtOAc) to give the title compound as light yellow solid (1.11 g, 48%)

1. temperaturecool to 0° C
2. additionis added
3. stirringStir
4. customthe reaction for 24 h at RT
5. customQuench with 2 N HCl (15 mL)
6. washwash the aqueous layer with EtOAc (15 mL)
7. dry with materialDry (MgSO4)
8. concentrationconcentrate
9. custompurify
10. wash(silica gel chromatography, eluting with 100:0 to 90:10 2-methylpentane:EtOAc)