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ChemicalBook CAS DataBase List Triphenylphosphine
603-35-0

Triphenylphosphine synthesis

14synthesis methods
Triphenylphosphine is one of the most widely used phosphorus-containing reagents in organic synthesis for many types of transformations such as the Mitsunobu, the Wittig, and the Staudinger reaction. Triphenylphosphine can be prepared in the laboratory by treatment of phosphorus trichloride with phenylmagnesium bromide or phenyllithium. The industrial synthesis involves the reaction between phosphorus trichloride, chlorobenzene, and sodium.
PCl3 + 3 PhCl + 6 Na → PPh3 + 6 NaCl
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Yield:603-35-0 95.8%

Reaction Conditions:

with barium bis(trifluoromethylsulfonyl)imide;trichlorophosphate in toluene at 50; for 3.5 h;Time;

Steps:

1-4; 1-3 Example 3

Add 0.33 mol phenol and 0.5 g catalyst barium bis(trifluoromethylsulfonyl)imide to 100 mL of toluene, Stir until uniform, then slowly add dropwise a solution of phosphorus oxychloride (0.1mol) dissolved in 30mL, Slowly heat the reaction system to 50°C, and maintain the temperature until the phosphorus oxychloride solution is dripped, and the dripping time is about 30 minutes. Then the system is slowly heated to reflux, and the temperature is maintained for a reaction time of 3 hours. After the reaction is completed, The system is cooled to room temperature, and the pH value of the system is adjusted to about 7 with 10% sodium hydroxide solution under stirring. Separate the organic phase, wash the organic phase with saturated brine, separate the organic phase again, and dry with anhydrous sodium sulfate, Under reduced pressure distillation, the product triphenyl phosphate was obtained. After determination, the yield was 95.8%, the purity was 99.80%, and the appearance was white crystals.

References:

CN113185547,2021,A Location in patent:Paragraph 0037-0050

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