HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (4-Bromo-3-(difluoromethyl)phenyl)(ethyl)sulfane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium ethanethiolate | HCID 4459711 | — |
| Reactant | 1-Bromo-2-(difluoromethyl)-4-fluorobenzene | HCID 46311668 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | (4-Bromo-3-(difluoromethyl)phenyl)(ethyl)sulfane | HCID 90217539 | 28.4% |
Reaction Steps
1-Bromo-2-(difluoromethyl)-4-fluorobenzene (Preparation 50, 772 mg, 3.43 mmol) and sodium ethanethiolate (352.7 mg, 3.77 mmol) in DMSO (5 mL) was heated at 50° C. for 18 hours. On cooling, water (70 mL) was added to the reaction mixture, the product was extracted with EtOAc (20 mL×3). The combined organic layers were concentrated to give the crude product, which was purified by silica gel column chromatography eluting with heptane to afford the title compound as a colourless oil (260 mg, 28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952008B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-89e88194f2824ebc84ffce6e64c82f06 |
| Source note | uspto-grants-2015_02 |