반응 #167823

반응 방정식

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

용매

water

water

Water

반응 조건

후처리

1. 1
   추출the suspension was extracted with ethyl acetate
2. 2
   기타The organic layer was separated
3. 3
   건조dried over sodium sulfate
4. 4
   여과filtered
5. 5
   농축concentrated in vacuo

실험 절차

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).

출처