Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropyl Ether | HCID 7914 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Triethyl phosphite | HCID 31215 | — |
| Reactant | HCID 20337232 | HCID 20337232 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 20337244 | HCID 20337244 | 57% |
Reaction Steps
A mixture of N-benzyloxy-N-(2-bromoethyl)-p-toluenesulfonamide (16.2 g.) and triethyl phosphite (21.0 g.) was stirred at 160° C. for 10 hours and then cooled to ambient temperature. To the reaction mixture was added ethyl acetate and water. The ethyl acetate layer was separated, washed with water, dried over magnesium sulfate and concentrated under reduced pressure to give an oily residue (20.5 g.). A small volume of isopropyl ether was added to the residue to give crystals, which was separated by filtration and dried to give crystalline diethyl 2-(N-benzyloxy-N-tosylamino)ethylphosphonate (10.6 g.). The object compound (2.1 g.) was also recovered from the mother liquor by subjecting to a column chromatography on silicagel (developing solvent: chloroform)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04182758 |
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| Source dataset | uspto-grants-1980_01 |
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| ORD ID | ord-0719c68507954fe48823f15363f2de45 |
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| Source note | uspto-grants-1980_01 |
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