Pyridine → HCID 12489682, compound

To a solution of 17.3 g (0.113 mol) of POCl3 in 50 mL of toluene held at 0° C. was added 7.9 g (0.10 mol) of pyridine, followed by addition of 10.0 g (0.10 mol) of trifluoroethanol, at a rate to maintain the temperature of the mixture at 0°-10° C. The mixture was stirred one hour at ice bath temperature, and then overnight at room temperature. After filtering, the solution was distilled to give the desired 2,2,2-trifluoroethyl phosphorodichloridate, bp 140°-146° C. The dichloridate, 4.5 g (0.21 mol) was treated with 10 g NH3 in 50 mL CH2Cl2 at -40° C. After warming to room temperature, the product was filtered and purified by Soxhlet extraction with CH2Cl2 for two days. After drying over P2O5, the 2,2,2-trifluoroethyl phosphorodiamidate had mp 142°-144° C.

1. customheld at 0° C.
2. temperatureto maintain the temperature of the mixture at 0°-10° C
3. customovernight
4. customat room temperature
5. filtrationAfter filtering
6. distillationthe solution was distilled

ORD record

ord-898371845add4400bed51a40e8bd2520

Source dataset

uspto-grants-1985_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04517002