HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 86642978, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Butynyl p-toluenesulfonate | HCID 272020 | — |
| Reactant | Methyl 2-(3,3,3-trifluoropropylsulfonyl)acetate | HCID 57425720 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 86642978 | HCID 86642978 | 35.3% |
Reaction Steps
To a solution of 2.0 g of 3-butynyl p-toluenesulfonate and 2.1 g of methyl (3,3,3-trifluoropropylsulfonyl)acetate in 30 ml of dimethyl sulfoxide, 0.4 g of sodium hydride (60% in oil) was added at room temperature, and stirred at the same temperature for 4 days. 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 0.90 g of methyl 2-(3,3,3-trifluoropropylsulfonyl)-5-hexynoate (hereinafter referred to as the present compound (8)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247595B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-d5d50dcdc9ce4c2687bcc6c359649102 |
| Source note | uspto-grants-2012_08 |