HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (R,E)-N-(4-Cyano-1-phenylbut-3-en-2-yl)-2-(trifluoromethoxy)benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-(Trifluoromethoxy)benzene-1-sulfonyl chloride | HCID 2777215 | — |
| Reactant | (R,E)-4-Amino-5-phenylpent-2-enenitrile | HCID 68233458 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R,E)-N-(4-Cyano-1-phenylbut-3-en-2-yl)-2-(trifluoromethoxy)benzenesulfonamide | HCID 71269687 | 74% |
Reaction Steps
To a solution of compound 31f (2.5 g, 14.5 mmol) in DCM (100 mL) was added 2-(trifluoromethoxy)benzene-1-sulfonyl chloride (4.2 g, 16.0 mmol) and TEA (4.4 g, 3.5 mmol). The mixture was stirred at rt for 12 h, then DCM (50 mL) and 2N HCl (20 mL) were added to the mixture. The organic layer was separated and washed with brine and dried over anhydrous Na2SO4. After filtration, the filtrate was evaporated and the residue was purified by CC (hexane/EA=5:1) to give compound 31g (4.2 g, 74% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940722B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-2880d47c1c314bc3811bd7ee37b82585 |
| Source note | uspto-grants-2015_01 |