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ChemicalBook CAS DataBase List Triphenyl phosphate
115-86-6

Triphenyl phosphate synthesis

13synthesis methods
Triphenyl phosphate is prepared by reacting phosphorus pentoxide and phenol (Budavari, 2001), or by reacting phosphorus oxychloride and phenol (Snyder, 1990). On a larger scale phosphorus oxychloride and phenol are reacted in an esterification tank with heating. The HCL formed is trapped and condensed, while the crude triphenyl phosphate runs into a large tank where it is purified.
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Yield:115-86-6 99%

Reaction Conditions:

with 1-methyl-3-(4-((2,4,6-triisopropylphenyl)tellanyl)benzyl)-1H-imidazol-3-ium hexafluorophosphate;Rose Bengal lactone at 15; for 2.5 h;Irradiation;Ionic liquid;Reagent/catalyst;

Steps:

Triphenyl Phosphate (Table 2, Entry 1); Typical Procedure

General procedure: A solution of (PhO)3P (0.0773 g, 0.250 mmol) in (bmim)[PF6] (5mL) containing 5 (0.0330 g, 0.0500 mmol) and rose bengal(0.0128 g, 0.0125 mmol) was vigorously stirred in an open flaskand irradiated with a 60 W LED lamp for 2.5 h. The temperaturewas kept at about 15 °C by using an ice bath during the irradiation.The resulting mixture was extracted with Et2O, and thesolvent was then evaporated to give a pink solid; yield: 0.0803 g(99%); mp 44-47 °C.1H NMR (500 MHz, CDCl3): = 7.36 (t, J = 7.7, 6 H), 7.25-7.19(m, 9 H). 13C NMR (125 MHz, CDCl3): = 150.6, 150.5, 130.0,125.7, 120.3, 120.2. 31P NMR (202 MHz, CDCl3): = -17.7. HRMS(APCI): m/z [M + H]+ calcd for C18H16O4P: 327.0781; found:327.0743.

References:

Mihoya, Aya;Shibuya, Yuga;Ito, Akane;Toyoda, Anna;Oba, Makoto;Koguchi, Shinichi [Synlett,2020,vol. 31,# 20,p. 2043 - 2045] Location in patent:supporting information

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