HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 15589467, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 13041483 | HCID 13041483 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15589467 | HCID 15589467 | 41.9% |
Reaction Steps
A solution of 2.5 g of (S)α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3(E)-[2-fluoro-3-oxo-3-ethoxy-propenyl]-cyclopropane-1-carboxylate, 10 ml of dioxane, 2.5 ml of water and 1 g of p-toluene sulfonic acid manohydrate was refluxed for 24 hours and then allowed to cool to room temperature. Methylene chloride was added to the mixture and the organic phase was washed with water, dried and evaporated to dryness under reduced pressure. The residue was chromatographed over silica gel and was eluted with a 60-40-1 cyclohexane-ethyl acetate-acetic acid mixture to obtain 980 mg of (S)α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3(E)-[2-fluoro-3-oxo-3-hydroxy-propenyl]-cyclopropane-1-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04808749 |
| Source dataset | uspto-grants-1989_02 |
| ORD ID | ord-ea69a48e511b46f3bd1965fb29f3f95f |
| Source note | uspto-grants-1989_02 |