Pentaerythritol → Pentaerythritol, cyclic phosphate (1:1) (8CI)

Temperature

100 °C

In a 250 mL four-necked reaction flask fitted with a mechanical stirrer, pot thermometer, addition funnel, and condenser with gas outlet were placed 42.5 g (0.313 mole) of pentaerythritol and 150 mL of PHOSFLEX 41P brand of isopropylated triphenyl phosphate under nitrogen. The mixture was stirred and heated at 95° C. as 49.2 g (0.321 mole) of phosphorus oxychloride was added dropwise over five hours. The resulting white slurry was heated to 100° C. with a nitrogen gas sparge for eight hours to remove HCl. The mixture was cooled to 50° C. and filtered. The solid was washed three times with 40 mL of hexane and dried at 100° C./2 mm Hg for sixteen hours to give 42.3 g (71.2% yield) of crude pentaerythritol phosphate alcohol (2,6,7-trioxa- 1-phosphabicyclo [2.2.2]octane-4-methanol-1-oxide). The product had a 31P NMR resonance at -6.0 ppm in d6 -DMSO.

1. customIn a 250 mL four-necked reaction flask fitted with a mechanical stirrer
2. additionpot thermometer, addition funnel, and condenser with gas outlet
3. additionwas added dropwise over five hours
4. customsparge for eight hours
5. customto remove HCl
6. temperatureThe mixture was cooled to 50° C.
7. filtrationfiltered
8. washThe solid was washed three times with 40 mL of hexane
9. customdried at 100° C./2 mm Hg for sixteen hours

ORD record

ord-519b9d3dc15c4773ba4cc02668f28e1f

Source dataset

uspto-grants-1993_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05237085