A kind of n-benzyl benzoxazolone compound and its synthesis method
A technology of benzylbenzoxazolone and synthesis method, which is applied in the field of N-benzylbenzoxazolone compounds and their synthesis, can solve the problems of high reaction conditions, unstable reactants, difficult operation, etc., and achieve The effect of high output, easy access to raw materials, and simple operation
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Embodiment 1
[0056] A kind of synthetic method of N-benzylbenzoxazolone compound, comprises the following steps:
[0057] A. Weigh 0.2mmol of benzoxazole, 0.6mmol of iodine, 0.6mmol of tert-butyl hydroperoxide (TBHP), 0.4mmol of toluene, and 2mL of chlorobenzene into a clean and dry reaction tube (with air inside), Seal the reaction tube, avoid contact with the outside atmosphere, stir and reflux at 110°C for 30 hours;
[0058] B. After stopping the reaction, cool to room temperature, extract 3 times with ethyl acetate and saturated brine, and dry the gained organic phase with anhydrous magnesium sulfate. 1) As a developing agent, it was separated and purified by column chromatography to obtain a white solid, namely 3-benzylbenzoxazol-2(3H)-one, with a yield of 87% and a melting point of 121-122°C.
[0059] Product structure:
[0060]
[0061] H NMR spectrum data of the product:
[0062] 1 HNMR (500MHz, CDCl 3 )δ7.36-7.30(m,5H),7.21-7.20(dd,J=5Hz,1H),7.10-7.07(m,2H),6.85-6.83(dd,J=...
Embodiment 2
[0066] A kind of synthetic method of N-benzylbenzoxazolone compound, comprises the following steps:
[0067] A. Weigh 0.2mmol of 5-methylbenzoxazole, 0.6mmol of iodine, 0.6mmol of tert-butyl hydroperoxide (TBHP), 0.4mmol of p-xylene and 2mL of chlorobenzene into a clean and dry reaction tube , (with air inside), seal the reaction tube, do not contact with the outside atmosphere, stir and reflux under the condition of 110 ℃ for 30 hours;
[0068] B. After stopping the reaction, cool to room temperature, extract 3 times with ethyl acetate and saturated brine, and dry the resulting organic phase with anhydrous magnesium sulfate, concentrate under reduced pressure, and dilute with petroleum ether:ethyl acetate (4:1) Used as a developer for column chromatography to separate and purify to obtain a white solid, 3-(4-methylbenzyl)-5-methylbenzoxazol-2(3H)-one, with a yield of 75% and a melting point of 108-109°C .
[0069] Product structure:
[0070]
[0071] H NMR spectrum data...
Embodiment 3
[0077] A kind of synthetic method of N-benzylbenzoxazolone compound, comprises the following steps:
[0078] A. Weigh 0.2mmol of benzoxazole, 0.6mmol iodine, 0.6mmol tert-butyl hydroperoxide (TBHP), 0.4mmol o-xylene and 2mL chlorobenzene into a clean and dry reaction tube, (there is Air), sealed reaction tube, not exposed to outside air, stirred and refluxed for 30 hours at 110°C;
[0079] B. After stopping the reaction, cool to room temperature, extract 3 times with ethyl acetate and saturated brine, and dry the gained organic phase with anhydrous magnesium sulfate. 1) As a developer, column chromatography was used for separation and purification to obtain a white solid, namely 3-(2-methylbenzyl)-benzoxazol-2(3H)-one, with a yield of 76% and a melting point of 130-131°C.
[0080] The product structure formula is:
[0081]
[0082] H NMR spectrum data of the product:
[0083] 1 HNMR (500MHz, CDCl 3 )
[0084] δ7.24-7.21(m,3H),7.20-7.15((m,2H),7.10-7.03(m,2H),6.72(d,J=...
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