A kind of method that alkali promotes the dehydrogenation of nitrogen heterocyclic compound to prepare hydrogen
A technology of nitrogen heterocyclic compounds and compounds, which is applied in the field of alkali-promoted dehydrogenation of nitrogen heterocyclic compounds to prepare hydrogen, can solve problems such as increasing reaction costs, and achieve the effects of simple operation, high product yield, and simple reaction steps
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Embodiment 1
[0032]
[0033] The specific process is: Weigh the saturated six-membered nitrogen heterocyclic compound 1a (0.5mmol), base tBuOK (1.5mmol), add to a 25mL reaction tube with a branch, after nitrogen replacement, add 2mL o-xylene, put The reaction was carried out in an oil bath at 140°C for 36 hours, and the hydrogen gas generated during the reaction was collected by a balloon. After the reaction is complete, cool to room temperature, filter with diatomaceous earth, and rotate under reduced pressure to remove the solvent, and then use silica gel column chromatography (eluent is petroleum ether (60-90°C) / ethyl acetate: 4:1, v / v), the light yellow liquid product 2a (59 mg, yield 90%) was obtained. The target product was confirmed by NMR spectroscopy. The generation of hydrogen gas was detected by gas phase, with CH 4 As an internal standard, 19.1 mL of hydrogen gas was generated.
Embodiment 2
[0035] The reaction steps and operations are the same as in Example 1, except that the base tBuONa (1.5 mmol) is added to the reaction system. The reaction was stopped, and the target product 2a (51 mg, yield 76%) was obtained as a light yellow liquid after post-processing. The generation of hydrogen gas was detected by gas phase, with CH 4 As an internal standard, generate 15.7mL of hydrogen gas.
Embodiment 3
[0037] The reaction steps and operations are the same as in Example 1, except that the base tBuOLi (1.5 mmol) is added to the reaction system. The reaction was stopped, and the target product 2a (46 mg, yield 70%) was obtained as a light yellow liquid after post-processing. The generation of hydrogen gas was detected by gas phase, with CH 4 As an internal standard, 14.6 mL of hydrogen gas was generated.
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