反应详情

温度

0 °C

To a cooled (0° C.) stirred solution of N-hydroxy-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine (12.2 g, 60.03 mmol, 1.0 eq.) in 250 ml of MeCN, was added dropwise DBN (12.30 g, 99.06 mmol, 1.65 eq.). The reaction was stirred for 5 mins before addition of 1-{[6-(1,3-dioxolan-2-yl)pyridin-2-yl]methyl}pyridinium bromide hydrobromide (15.7 g, 39.02 mmol, 0.65 eq.) portionwise. The mixture was stirred for further 5 mins before removal of the cooling bath and continued at ambient temperature. MeCN was evaporated and the residue dissolved in 500 ml of DCM, washed with water (×2), dried over MgSO4 and concentrated. The residue was purified by chromatography on silica gel to yield N-{[6-(1,3-dioxolan-2-yl)pyridin-2-yl]methoxy}-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine (5 g, 22% yield) as a pale yellow oil.

1. customcontinued at ambient temperature
2. customMeCN was evaporated
3. dissolutionthe residue dissolved in 500 ml of DCM
4. washwashed with water (×2)
5. dry with materialdried over MgSO4
6. concentrationconcentrated
7. customThe residue was purified by chromatography on silica gel