反应详情

A solution of 1-azido-2-fluorobenzene, prepared according to Platz, M. S. et al. J. Org. Chem. 1989, 54, 5938-5945 (500 mg; 3.65 mmol; 1 eq.) and methyl 4-chloroacetoacetate (823 mg; 5.47 mmol; 1.5 eq.) in morpholine (10 ml) was stirred at 50° C. overnight. The reaction mixture was evaporated. Water was added (20 mL) and was extracted with EtOAc (2×20 mL). Combined organic phases were extracted with 3 portions of HCl 1 N. Combined aqueous phases were made alkaline with NaOH 5N and were extracted with EtOAc (3×20 mL). Organic layers were dried over magnesium sulfate and evaporated, affording the title product as a dark red oil. It was used in the next step without further purification. HPLC (Method A) Rt 1.81 min. (Purity: 82.5%).

1. customThe reaction mixture was evaporated
2. additionWater was added (20 mL)
3. extractionwas extracted with EtOAc (2×20 mL)
4. extractionCombined organic phases were extracted with 3 portions of HCl 1 N
5. extractionwere extracted with EtOAc (3×20 mL)
6. dry with materialOrganic layers were dried over magnesium sulfate
7. customevaporated