A method for preparing β-isobutylcyanostyrene compounds
A technology of isobutylcyanostyrene and compounds, which is applied in the field of preparing β-isobutylcyanostyrene compounds, can solve the problem of low yield of β-isobutylcyanostyrene products, which do not conform to atom economy and green Chemical, highly toxic cyanation reagents and other problems, to achieve the effect of simple post-treatment process, low toxicity and wide application range
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Embodiment 1
[0023] Implementation Example 1: Add 59mg (0.4mmol) cinnamic acid 1a, 131mg (0.8mmol) azobisisobutyronitrile 2, 43mg (0.16mmol) ferric chloride hexahydrate, and 2mL acetonitrile into a 10ml thick-walled pressure-resistant tube in sequence , under the condition of 100° C. in an oil bath, the reaction was carried out with magnetic stirring for 24 h, and the reaction progress was monitored by TLC. After the reaction, separated by column chromatography [petroleum ether (60-90° C.) / ethyl acetate=30 / 1] to obtain β-isobutylcyanostyrene 3a, 29 mg of yellow liquid, with a yield of 43%. 1 H NMR (400MHz, CDCl 3 )δ7.41(d, J=7.3Hz, 2H), 7.36(t, J=7.4Hz, 2H), 7.31(s, 1H), 6.78(d, J=15.9Hz, 1H), 6.06(d, J=15.9Hz, 1H), 1.57 (d, J=1.6Hz, 6H). The reaction principle of implementation example 1 is as follows:
[0024]
Embodiment 2
[0025] Implementation Example 2: Add 59mg (0.4mmol) cinnamic acid 1a, 197mg (1.2mmol) azobisisobutyronitrile 2, 43mg (0.16mmol) ferric chloride hexahydrate, and 2mL acetonitrile into a 10ml thick-walled pressure-resistant tube in sequence , under the condition of 100° C. in an oil bath, the reaction was carried out with magnetic stirring for 24 h, and the reaction progress was monitored by TLC. After the reaction, separated by column chromatography [petroleum ether (60-90° C.) / ethyl acetate=30 / 1] to obtain β-isobutylcyanostyrene 3a, 33 mg of yellow liquid, and the yield was 48%. The reaction principle of implementation example 2 is as follows:
[0026]
Embodiment 3
[0027] Implementation Example 3: Add 59mg (0.4mmol) cinnamic acid 1a, 262mg (1.6mmol) azobisisobutyronitrile 2, 43mg (0.16mmol) ferric chloride hexahydrate, and 2mL acetonitrile into a 10ml thick-walled pressure-resistant tube in sequence , under the condition of 100° C. in an oil bath, the reaction was carried out with magnetic stirring for 24 h, and the reaction progress was monitored by TLC. After the reaction, separated by column chromatography [petroleum ether (60-90° C.) / ethyl acetate=30 / 1] to obtain β-isobutylcyanostyrene 3a, 36 mg of yellow liquid, with a yield of 52%. The reaction principle of implementation example 3 is as follows:
[0028]
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