反应详情

A solution of ethyl 2-chloro-3-oxo-3-phenylpropanoate (Example 23, 9.73 mmol) and thiourea (9.73 mmol) in EtOH (25 mL) was heated at reflux overnight. The resulting mixture was concentrated in vacuo, neutralized with 18M-NH4OH, and extracted with CH2Cl2. The organic phase was washed with brine, dried over anhydrous sodium sulfate, and concentrated to afford a yellow solid that was washed with MeOH (3 mL) and dried to afford the product in 89% yield as a pale yellow solid. MH+=249.1, Rf=0.29 (Hexanes: EtOAc=1:1). MH+=249.1, retention time (LC-MS)=2.37 min.

1. temperatureat reflux overnight
2. concentrationThe resulting mixture was concentrated in vacuo
3. extractionextracted with CH2Cl2
4. washThe organic phase was washed with brine
5. dry with materialdried over anhydrous sodium sulfate
6. concentrationconcentrated
7. customto afford a yellow solid
8. washthat was washed with MeOH (3 mL)
9. customdried
10. customto afford the product in 89% yield as a pale yellow solid