ChemicalBook CAS DataBase List (R)-(-)-2-Phenylpropionic acid

(R)-(-)-2-Phenylpropionic acid synthesis

5synthesis methods

Product Name:(R)-(-)-2-Phenylpropionic acid
CAS Number:7782-26-5
Molecular formula:C9H10O2
Molecular Weight:150.18

492-38-6 Synthesis

492-38-6
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$10.00/1g

7782-26-5
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$6.00/250mg

Yield:7782-26-5 99%

Reaction Conditions:

with benzene ruthenium dichloride;C₅₀H₄₀N₃OP₂⁽¹⁺⁾*Cl^(1-);hydrogen;triethylamine in methanol at 20; under 45603.1 Torr; for 12 h;Inert atmosphere;Glovebox;

Steps:

7 Asymmetric hydrogenation of α-phenylacrylic acid catalyzed by ruthenium chloride with n-methylimidazole ionic liquid covalently loaded chiral BINAP phosphine ligand 4 and metal ruthenium
In a 10 mL round bottom flask, a certain amount of chiral BINAP phosphine ligand 4 and [Ru (benzene) Cl) were covalently charged with a certain amount of N-methylimidazolium chloride₂] (Molar ratio 2.05-2.10: 1), transferred to a suitable, deaerated solvent, reacted at 100 ° C for 0.5 h in an inert atmosphere.After the completion of the reaction, the solvent was removed under reduced pressure and used directly for the catalytic hydrogenation reaction.In a glove box, 6.75 x^10-4mmol of the in situ catalyst described above, 20.0 mg (0.135 mmol) of α-phenylacrylic acid, 20.5 mg (0.202 mmol) of triethylamine and 3 mL of methanol were added to a stainless steel Reactor.Hydrogen replacement three times, adjust the pressure to 60atm, room temperature reaction 12h.After the completion of the reaction, the product was derivatized to methyl ester. The conversion of the product was 99% by GC (chrompackchirasil-dexcolumn (25m × 0.25 mm)), and the selectivity was 90.3%.The product configuration is R type.

References:

Hunan Institute of Engineering;Yi, Bing;Wu, gaofeng;He, Hua Ping CN103214520, 2016, B Location in patent:Paragraph 0048-0050

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