Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | S-Propyl phosphorodichloridothioate | HCID 12941235 | — |
| Reactant | 2,2,3,3,4,4-Hexafluorocyclopentanol | HCID 19810485 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 57160369 | HCID 57160369 | 47.3% |
Reaction Steps
10 g (0.05 mol) of S-propyl dichlorothiophosphate are dissolved in 500 ml of hexane and to the solution there are first added, between 0° and -5° C., 10 ml (0.07 mol) of triethylamine, and then 10 g (0.052 mol) of 2,2,3,3,4,4-hexafluorocyclopentan-1-ol, dissolved in 25 ml of methylene chloride. The mixture is stirred for 2 hours at 20° C. and 5 g (0.11 mol) of ethylamine are then added dropwise to the reaction mixture at 20° C. To complete the reaction, the mixture is stirred for 24 hours at 20° C., the solid is filtered off, and the solvent is distilled off under reduced pressure. The residue is then purified further by filtration through silica gel (cyclohexane:ethyl acetate=7:3 parts by volume). After the solvent has been distilled off, 8.5 g (47% of theory) of O-(2,2,3,3,4,4-hexafluorocyclopentyl) S-propyl N-ethylthiophosphoramidate of refractive index nD20 =1.4292 are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05164383 |
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| Source dataset | uspto-grants-1992_11 |
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| ORD ID | ord-99f11e4d35894ee385e99c91620770c6 |
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| Source note | uspto-grants-1992_11 |
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