HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6,6,6-Trifluoro-2-(3,3,3-trifluoropropylsulfonyl)-4-hexenenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4,4,4-Trifluoro-2-butenyl p-toluenesulfonate | HCID 53655839 | — |
| Reactant | 2-(3,3,3-Trifluoropropylsulfonyl)acetonitrile | HCID 57425671 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6,6,6-Trifluoro-2-(3,3,3-trifluoropropylsulfonyl)-4-hexenenitrile | HCID 86642982 | 51.5% |
Reaction Steps
To a solution of 1.7 g of 4,4,4-Trifluoro-2-butenyl p-toluenesulfonate and 1.2 g of (3,3,3-trifluoropropylsulfonyl)acetonitrile in 30 ml of tetrahydrofuran, 0.2 g of sodium hydride (60% in oil) was added at room temperature, and stirred at the same temperature for 1 day. To the reaction mixture, 10% hydrochloric acid was added, followed by extraction with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The obtained residue was subjected to silica gel chromatography to obtain 0.95 g of 6,6,6-trifluoro-2-(3,3,3-trifluoropropylsulfonyl)-4-hexenenitrile (hereinafter referred to as the present compound (19)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247595B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-7787f3a4d5e04ff698a0fb73d60598a1 |
| Source note | uspto-grants-2012_08 |