반응 #327950

반응 방정식

Methyl propiolate

methyl ethyl(tributylstannyl)carbamate

Benzyl azide

→

title compound

Methyl 1-benzyl-4-(tributylstannyl)-1H-1,2,3-triazole-5-carboxylate

반응 조건

후처리

1. 1
   온도The mixture was cooled to ambient temperature
2. 2
   온도heated to 130° C. overnight
3. 3
   기타The mixture was purified by silica gel chromatography
4. 4
   세척eluting with a gradient of 5-40% ethyl acetate in hexanes

실험 절차

Methyl propiolate (5.75 g, 68.4 mmol) was added to methyl ethyl(tributylstannyl)carbamate (26.9 g, 68.6 mmol) in a large sealed tube. The mixture was heated to 70° C. overnight. The mixture was cooled to ambient temperature and the vial was stirred unsealed for 10 minutes. Benzyl azide (10.2 mL, 81.6 mmol) was added, and the vial was resealed and heated to 130° C. overnight. The mixture was purified by silica gel chromatography eluting with a gradient of 5-40% ethyl acetate in hexanes to afford the title compound. MS (ESI+) m/z 508.3 (M+H)+.

출처