Triethylamine → HCID 178476788, compound

Temperature

0 °C

19.3 g of cyclohexylmethylphosphinate are is dissolved in 60 ml of absolute tetrahydrofuran under an inert atmosphere. The solution is cooled to 0° C. and a suspension forms which is treated with 12.14 g of triethylamine. An exothermic reaction occurs. The suspension is re-cooled to 0° C. before dropwise addition of 13.02 g of ethylchloroformate. A further exothermic reaction with gas-evolution is observed together with the formation of a white precipitate. The resulting suspension is warmed to 20° and stirred for 20 hours. The solid is removed by filtration and the filtrate is evaporated to dryness. The residue is dissolved in dichloromethane and washed with water. Drying and removal of the solvent affords a pale yellow oil. Distillation under high vacuum affords ethyl cyclohexylmethylphosphinate, b.p. 120°-130° C./2×10-1 mbar. 'H-NMR (CDCl3): δ (ppm)=7.17 (1H, d, t, 5=527 MZ, P-H), 4.13 (2H, m, CH2OP), 1.95-1.58 (7H, m, 3×CH2 +CH), 1.38-0.95 (6H, m, 3×CH2).

1. customAn exothermic reaction
2. customA further exothermic reaction with gas-evolution
3. temperatureThe resulting suspension is warmed to 20°
4. customThe solid is removed by filtration
5. customthe filtrate is evaporated to dryness
6. dissolutionThe residue is dissolved in dichloromethane
7. washwashed with water
8. customDrying
9. customremoval of the solvent
10. customaffords a pale yellow oil
11. distillationDistillation under high vacuum

ORD record

ord-4847ac20eb2e42acb00492cf1ec39e9d

Source dataset

uspto-grants-1993_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05190933