Diethylamine → Chlorobis(diethylamino)phosphine

To a solution of phosphorous trichloride (26 ml; 0.298 mol) in dry diethylether (500 ml) at −78° C., acetone/CO2 bath, under dry nitrogen gas atmosphere was added diethylamine (123.4 ml; 1.19 mol) dropwise via a pressure equalised dropping funnel over 2 hrs. A thick suspension formed, reaction allowed to warm to ambient temperature and stirred for an additional 2 hrs. After this time the suspension was filtered under dry nitrogen gas via an oven dried filter stick, washing with dry diethylether (3×100 ml). Filtrate was evaporated under high vacuum on the Schlenk line, using a cold-finger trap to condense solvent vapours, to give an oil. The oil was purified by distillation under reduced pressure to give the required product (b.p. 105° C. @ 10 mmHg; 49 g; 70% yield). 1H NMR (300 MHz, CDCl3), δ/ppm; 1.08 (6H, t J=7.0, CH3), 3.08 (4H, ap. br. d J=7.0, CH2); 31P NMR (121 MHz, CDCl3) δ/ppm; 159.9.

1. customover 2 hrs
2. customA thick suspension formed
3. customreaction
4. filtrationAfter this time the suspension was filtered under dry nitrogen gas via an oven
5. customdried
6. filtrationfilter stick
7. washwashing with dry diethylether (3×100 ml)
8. customFiltrate was evaporated under high vacuum on the Schlenk line
9. customto condense solvent vapours
10. customto give an oil
11. distillationThe oil was purified by distillation under reduced pressure

ORD record

ord-266d3613137d4784a0499e0f4ff1de57

Source dataset

uspto-grants-2011_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08067642B2