反应 #167823

反应方程式

azidomethyl pivalate

butanol water

5-(prop-2-ynyloxy)-2-(1H-tetrazol-1-yl)pyridine

sodium ascorbate

→

expected product

(4-((6-(1H-Tetrazol-1-yl)pyridin-3-yloxy)methyl)-1H-1,2,3-triazol-1-yl)methyl pivalate

溶剂

water

water

Water

反应条件

后处理

1. 1
   萃取the suspension was extracted with ethyl acetate
2. 2
   其他The organic layer was separated
3. 3
   干燥dried over sodium sulfate
4. 4
   过滤filtered
5. 5
   浓缩concentrated in vacuo

实验过程

To a solution of azidomethyl pivalate (4.26 g, 27.1 mmol) in 1:1 text -butanol water (90 mL total) was added 5-(prop-2-ynyloxy)-2-(1H-tetrazol-1-yl)pyridine (5.45 g, 27.1 mmol), sodium ascorbate (1.4 mL of a 1M solution in water) and copper sulfate (1.4 mL of a 1M solution in water). The solution was stirred at room temperature for 72 hours. Water was added and the suspension was extracted with ethyl acetate. The organic layer was separated, dried over sodium sulfate, filtered and concentrated in vacuo to afford the expected product which was used in the next step without further purification. 1H NMR (DMSO-d6): δ 10.07 (1H, s), 8.43-8.41 (2H, m), 8.00 (1H, d, J=8.8 Hz), 7.88 (1H, dd, J=3.2, 8.8 Hz), 6.32 (2H, s), 5.38 (2H, s), 1.08 (9H, s).

来源