HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Ethyl 5-methyl 6-(difluoromethyl)-4-(diethoxyphosphinyl)-2-(trifluoromethyl)-3,5-pyridinedicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethylphosphite | HCID 3780918 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 3-Ethyl 5-methyl 6-(difluoromethyl)-4-fluoro-2-(trifluoromethyl)-3,5-pyridinedicarboxylate | HCID 14013772 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Ethyl 5-methyl 6-(difluoromethyl)-4-(diethoxyphosphinyl)-2-(trifluoromethyl)-3,5-pyridinedicarboxylate | HCID 14013773 | 78.4% |
Reaction Steps
To a mixture of 0.26 g (0.011 mol) of sodium metal in 35 ml of dry THF was added 3.14 g (0.023 mol) of diethyl phosphite. This solution was stirred at room temperature under a N2 atmosphere for 18 hours. To this salt solution was added 2.0 g (0.006 mol) of product of Example 107. This mixture was stirred at reflux for 18 hours. The mixture was cooled to room temperature and poured into H2O. The H2O mixture was extracted twice with diethyl ether. The combined ether phases were then washed with H2O, dried (MgSO4), and concentrated in vacuo affording 2.18 g of an orange oil. This oil was kugelrohr distilled at 80 and collected at 150°-151° C. pot temperature yielding 1.68 g (63%) of a clear oil, n25D 1.4536.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04698093 |
| Source dataset | uspto-grants-1987_10 |
| ORD ID | ord-7e600027997d44229c23d498a3df67c2 |
| Source note | uspto-grants-1987_10 |