HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 5,5-diphenyl-2-isoxazoline-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,1-Diphenylethylene | HCID 10740 | — |
| Reactant | Ethyl chloro(hydroximino)acetate | HCID 6816376 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Ethyl 5,5-diphenyl-2-isoxazoline-3-carboxylate | HCID 6451155 | — |
Reaction Steps
13.52 g (0.075 mol) of 1,1-diphenylethene and 5.06 g (0.05 mol) of triethylamine are dissolved in 200 ml of ether at 0° C., and 7.58 g (0.05 mol) of ethyl 2-chloro-2-hydroximinoacetate, dissolved in 100 ml of ether, are subsequently added dropwise in the course of approximately two hours. After stirring has been continued for one hour at room temperature, 100 ml of H2O are added, and the mixture is subsequently extracted using ether. After drying over a MgSO4, the ether is distilled off and the residue is purified over a silica gel column (eluent: n-heptane:ethyl acetate=8:2). In this way, 12.7 g (86% of theory) of product of melting point 78° to 81° C. are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05516750 |
| Source dataset | uspto-grants-1996_05 |
| ORD ID | ord-6e5d0458f33146dc89aa9bbcaaec6c49 |
| Source note | uspto-grants-1996_05 |