A kind of method for preparing aryl phosphine oxide derivative
A technology of aryl phosphine oxide and derivatives, applied in the field of preparation of organic compounds, can solve the problems of difficult operation, harsh reaction conditions, high toxicity of reagents, etc., and achieves simple reaction operation and post-treatment process, mild reaction conditions, and reaction time. short effect
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Embodiment 1
[0037] Embodiment one: the synthesis of benzyl-diphenylphosphine oxide
[0038] Using potassium benzyltrifluoroborate and diphenylphosphine oxide as raw materials, the reaction steps are as follows:
[0039] Add potassium benzyltrifluoroborate (99 mg, 0.5 mmol), diphenylphosphine oxide (101 mg, 0.5 mmol), sodium persulfate (115 mg, 0.5 mmol), copper sulfate (16 mg, 0.1 mmol) and methanol (5 mL), react at room temperature;
[0040] TLC tracking reaction until complete completion;
[0041] The crude product obtained after the reaction was separated by column chromatography (dichloromethane:methanol=95:5) to obtain the target product (yield 75%). The analytical data of the product are as follows: 1 H NMR (400 MHz, DMSO-d 6 ) δ 7.85–7.77 (m, 4H), 7.60–7.44 (m, 6H), 7.28–7.15 (m, 5H), 6.48 (dd, J = 17.8, 5.8 Hz, 1H), 5.62(t, J = 6.4 Hz, 1H).
Embodiment 2
[0042] Example 2: Synthesis of (2-chlorobenzyl)-bis(4-methoxyphenyl)phosphine oxide
[0043] With (2-chlorobenzyl)potassium trifluoroborate and bis(4-methoxyphenyl)phosphine oxide as raw materials, the reaction steps are as follows:
[0044] Add (2-chlorobenzyl)potassium trifluoroborate (116 mg, 0.5 mmol), bis(4-methoxyphenyl)phosphine oxide (262 mg, 1 mmol), potassium persulfate (270 mg, 1.0 mmol), cuprous chloride (5 mg, 0.05 mmol), and ethanol (5 mL), 40 o C reaction;
[0045] TLC tracking reaction until complete completion;
[0046] The crude product obtained after the reaction was separated by column chromatography (dichloromethane:methanol=95:5) to obtain the target product (yield 82%). The analytical data of the product are as follows: 1 H NMR (400 MHz, DMSO-d 6 ) δ 7.89–7.80 (m, 4H), 7.64–7.48 (m, 4H), 7.32–7.19 (m, 4H), 6.50 (dd, J = 17.8, 5.8 Hz, 1H), 5.68(t, J = 6.4 Hz, 1H), 3.67 (s, 6H).
Embodiment 3
[0047] Example 3: Synthesis of (3-chlorobenzyl)-bis(4-tolyl)phosphine oxide
[0048] With (3-chlorobenzyl)potassium trifluoroborate and bis(4-methylphenyl)phosphine oxide as raw materials, the reaction steps are as follows:
[0049] Potassium (3-chlorobenzyl)trifluoroborate (116 mg, 0.5 mmol), bis(4-methylphenyl)phosphine oxide (345 mg, 1.5 mmol), ammonium persulfate (342 mg , 1.5 mmol), cuprous iodide (22.8 mg, 0.12 mmol) and acetonitrile / water (2.5 mL: 2.5 mL), 50 o C reaction;
[0050] TLC tracking reaction until complete completion;
[0051] The crude product obtained after the reaction was separated by column chromatography (dichloromethane:methanol=95:5) to obtain the target product (yield 85%). The analytical data of the product are as follows: 1 H NMR (400 MHz, DMSO-d 6 ) δ 7.88-7.81 (m, 4H), 7.65-7.47 (m, 4H), 7.31-7.18 (m, 4H), 6.51 (dd, J = 17.8, 5.8 Hz, 1H), 5.66(t, J = 6.4 Hz, 1H), 2.21 (s, 6H).
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