HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 58495519, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(Bromoacetyl)benzonitrile | HCID 98654 | — |
| Reactant | 2,2,2-Trifluoroethanethiol | HCID 4133924 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58495519 | HCID 58495519 | 84% |
Reaction Steps
To a solution of 2,2,2-trifluoroethanethiol (1.5 mL, 17.2 mmol) in anhydrous THF (28 mL) at 0° C. under nitrogen, add sodium hydride (629 mg, 15.7 mmol) and stir for 15 min. Then, add 4-cyanophenacyl bromide (3.2 g, 14.3 mmol) and stir at ambient temperature overnight. Quench with water and extract with EtOAc. Dry the combined organics extracts over MgSO4, filter and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel eluting with hexane/EtOAc (7:3) to obtain the desired intermediate (3.1 mg, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680091B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-c071cac56c134fb59b1c86218108c29a |
| Source note | uspto-grants-2014_03 |