Synthesis method of (S)-2-aryl propionate compound
A technology of aryl propionate and synthesis method, which is applied in the preparation of organic compounds, organic chemical methods, chemical instruments and methods, etc., can solve problems such as increasing the risk of reaction, and achieve convenient generation, mild conditions, and simple operation Effect
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Embodiment 1
[0097] Target compound structural formula:
[0098]
[0099] In a glove box filled with argon, the chiral ligand represented by formula III (4.0 mg, 0.011 mmol) and bis-(1,5-cyclooctadiene) nickel as nickel (2.8 mg, 0.01 mmol) were added into 0.5mLN,N-dimethylacetamide, and then sequentially added iodobenzene (61.2mg, 0.3mmol), 2-chloropropionic acid (2,3,3-trimethyl-2-butyl) ester ( 20.6mg, 0.1mmol), N,N-dicyclohexylmethylamine (58.5mg, 64μL, 0.3mmol), 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid di Ethyl ester (75.9 mg, 0.3 mmol) and 2,4,5,6-tetrakis(9-carbazolyl)-isophthalonitrile (8 mg, 0.01 mmol). Cover the reaction vial and seal it, take out the glove box, place it on a stirrer irradiated by blue light with a wavelength of 400nm, and react for 48 hours at a room temperature of 25°C. After the reaction finished, 10mL ethyl acetate was added to the reaction solution, solids were separated out, and the hydrogen spectrum and carbon spectrum diagrams obtained b...
Embodiment 2
[0101] Target compound structural formula:
[0102]
[0103] In a glove box filled with argon, the chiral ligand represented by formula III (4.0 mg, 0.011 mmol) and bis-(1,5-cyclooctadiene) nickel as nickel (2.8 mg, 0.01 mmol) were added into 0.5mLN,N-dimethylacetamide, and then sequentially added 4-methyl iodobenzene (65.4mg, 0.3mmol), 2-chloropropionic acid (2,3,3-trimethyl-2-butane base) ester (20.6mg, 0.1mmol), N,N-dicyclohexylmethylamine (58.5mg, 64μL, 0.3mmol), 2,6-dimethyl-1,4-dihydropyridine-3,5- Diethyl dicarboxylate (75.9 mg, 0.3 mmol) and 2,4,5,6-tetrakis(9-carbazolyl)-isophthalonitrile (8 mg, 0.01 mmol). Cover the reaction bottle with a lid and seal it, take out the glove box, place it on a stirrer illuminated by blue light, and react for 48 hours at a room temperature of 25 degrees. After the reaction was completed, 10 mL of ethyl acetate was added to the reaction liquid, and a solid was precipitated, and by-product 2 was obtained by filtration (white solid, ...
Embodiment 3
[0105] Target compound structural formula:
[0106]
[0107] In a glove box filled with argon, the chiral ligand represented by formula III (4.0 mg, 0.011 mmol) and bis-(1,5-cyclooctadiene) nickel as nickel (2.8 mg, 0.01 mmol) were added into 0.5mLN,N-dimethylacetamide, and then sequentially added 4-tert-butyl iodobenzene (78mg, 0.3mmol), 2-chloropropionic acid (2,3,3-trimethyl-2-butyl base) ester (20.6mg, 0.1mmol), N,N-dicyclohexylmethylamine (58.5mg, 64μL, 0.3mmol), 2,6-dimethyl-1,4-dihydropyridine-3,5- Diethyl dicarboxylate (75.9 mg, 0.3 mmol) and 2,4,5,6-tetrakis(9-carbazolyl)-isophthalonitrile (8 mg, 0.01 mmol). Cover the reaction bottle with a lid and seal it, take out the glove box, place it on a stirrer illuminated by blue light, and react for 48 hours at a room temperature of 25 degrees. After the reaction was completed, 10 mL of ethyl acetate was added to the reaction solution, and a solid precipitated out, which was filtered to obtain by-product 2 (white solid,...
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