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HRID 37018作成日:2026年10月25日

Phosphoric Acid → (R)-2-phenyl-1,2-propanediol

https://huagongshe.com/reaction/37018

反応式

関与物質

役割名称HCID仕込み量
反応物Phosphoric AcidHCID 1004—
反応物tert-ButanolHCID 6386—
反応物Alpha-MethylstyreneHCID 7407—
反応物Potassium CarbonateHCID 11430—
触媒Osmium TetroxideHCID 30318—
溶媒WaterHCID 962—
生成物(R)-2-phenyl-1,2-propanediolHCID 695153894.5%

反応手順

The cathode compartment of a divided glass H-cell as described in Example 6.1 is charged with 40 mL of 10% phosphoric acid, and the anode compartment is charged with Na4Fe(CN)6.10H2O (3.9 g, 8.0 mmol), K2CO3 (8.3 g, 60 mmol) and t-BuOH (50 mL)/water (50 mL), the chiral ligand, PHAL-DHQD (878 mg. 0.10 mmol), OsO4 (0.196M in toluene, 0.05 mL, 0.01 mmol) and α-methylstyrene (2.4 g, 20 mmol). The mixture is electrolyzed at 0.4 V (vs ref. Ag/AgCl) at 15° C. until about 4253 coulombs of electricity is consumed. After stirring without electricity for 4 hours, the reaction is worked up as in Example 6.1 to give (R)-2-phenyl-1,2-propanediol (2.87 g, 94.5% yield and 92.6% ee).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05419817
出典データセットuspto-grants-1995_05
ORD IDord-ceff916cfea74e4aa9a6f848ddc762ed
出典メモuspto-grants-1995_05