HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 75066385, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ethyl 4,4,4-trifluoroacetoacetate | HCID 67793 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 75066385 | HCID 75066385 | 62.1% |
Reaction Steps
To a solution of 2.0 g (10.8 mmol) of ethyl 4,4,4-trifluoroacetoacetate in 10 ml of DMF was added 2.28 g of p-toluenesulfonyl chloride and 4.24 g of cesium carbonate and stirred at room temperature overnight. The reaction solution was poured into water and extracted with tert-butyl methyl ether. The organic layer was washed with a saturated NaCl solution, dried over anhydrous MgSO4, and concentrated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to obtain 2.27 g of ethyl 4,4,4-trifluoro-3-p-toluenesulfonyloxy-2-butenoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08278473B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-3e3f77462fb24534a17aba2d258cb09b |
| Source note | uspto-grants-2012_10 |