A kind of 2,6-dioxabicyclo[3.3.2]octane derivative and its synthesis method
A technology of dioxobicyclone and synthesis method, which is applied in 2 fields and can solve problems such as difficulty in synthesis
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Embodiment 1
[0031] Synthesis of 2,6-dioxabicyclo[3.3.2]octane derivatives as shown in structural formula 3a
[0032] Add the compound (0.2mmol) as shown in structural formula 1a, Selectflour (0.16mmol) and cuprous chloride (0.04mmol) into a Kjeldahl flask with a magnet, and add 2.0mL of ethyl acetate after vacuumizing and filling with nitrogen, Then put the reaction system in an oil bath at 40°C for 12 hours, and monitor it with a TLC board. After the reaction is complete, remove the solvent under reduced pressure, and separate by column chromatography (petroleum ether: ethyl acetate = 35: 1), that is, the structural formula 2,6-dioxabicyclo[3.3.2]octane derivative shown in 3a (white solid, 42mg, 85%); the chemical reaction formula of this method is:
[0033]
[0034] The 2,6-dioxabicyclo[3.3.2]octane derivative shown in structural formula 3a was detected by nuclear magnetic resonance, melting point, infrared and high-resolution mass spectrometry, and the detection data were as follows...
Embodiment 2
[0040] Synthesis of 2,6-dioxabicyclo[3.3.2]octane derivatives as shown in structural formula 3b
[0041] Add the compound (0.2mmol) as shown in structural formula 1b, Selectflour (0.16mmol) and cuprous chloride (0.04mmol) into a Kjeldahl flask with a magnet, and add 2.0mL of ethyl acetate after vacuumizing and filling with nitrogen, Then put the reaction system in an oil bath at 40°C for 12 hours, and monitor it with a TLC board. After the reaction is complete, remove the solvent under reduced pressure, and separate by column chromatography (petroleum ether: ethyl acetate = 35: 1), that is, the structural formula 2,6-dioxabicyclo[3.3.2]octane derivative shown in 3b (white solid, 40mg, 72%); the chemical reaction formula of this method is:
[0042]
[0043] The 2,6-dioxabicyclo[3.3.2]octane derivative shown in structural formula 3b was detected by nuclear magnetic resonance, melting point, infrared and high-resolution mass spectrometry, and the detection data were as follows...
Embodiment 3
[0049] Synthesis of 2,6-dioxabicyclo[3.3.2]octane derivatives as shown in structural formula 3c
[0050] Add the compound (0.2mmol) as shown in structural formula 1c, Selectflour (0.16mmol) and cuprous chloride (0.04mmol) into a Kjeldahl flask with a magnet, and add 2.0mL ethyl acetate after vacuumizing and filling with nitrogen, Then put the reaction system in an oil bath at 40°C for 12 hours, and monitor it with a TLC board. After the reaction is complete, remove the solvent under reduced pressure, and separate by column chromatography (petroleum ether: ethyl acetate = 35: 1), that is, the structural formula 2,6-dioxabicyclo[3.3.2]octane derivative shown in 3c (white solid, 45mg, 69%); the chemical reaction formula of this method is:
[0051]
[0052] The 2,6-dioxabicyclo[3.3.2]octane derivative shown in structural formula 3c was detected by nuclear magnetic resonance, melting point, infrared and high-resolution mass spectrometry, and the detection data were as follows: ...
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