HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → Ethyl 3-trifluoromethanesulfonyloxy-2-heptenoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,1,1-Trifluoro-N-phenylmethanesulfonamide | HCID 68012 | — |
| Reactant | Ethyl 3-oxoheptanoate | HCID 559036 | — |
| Reactant | Diethylether hexane | HCID 21584099 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Diethylether water | HCID 21584184 | — |
| Product | Ethyl 3-trifluoromethanesulfonyloxy-2-heptenoate | HCID 54561069 | — |
Reaction Steps
Ethyl 3-ketoheptanoate (2.07 g, 12 mmol) was dissolved in dimethylformamide (60 mL) under argon and sodium hydride (357 mg, 14.4 mmol) was added. After 30 minutes at room temperature the solid N-phenyltrifluoro-methanesulfonamide (Tetra, Letters, (1983), 24, 979) (4.97 g, 13.8 mmol) was added. The reaction was stirred for 2 hours, diluted with ether/water and the usual workup gave after chromatography with 5:95 ether/hexane 3.45 g (94%) of ethyl 3-trifluoromethanesulfonyloxy-2-heptenoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05185351 |
| Source dataset | uspto-grants-1993_02 |
| ORD ID | ord-d07335b361e744a2878b0ccbedc27b91 |
| Source note | uspto-grants-1993_02 |