Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | 1-Bromo-2-ethoxy-4-fluorobenzene | HCID 44754913 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86717247 | HCID 86717247 | 73.1% |
Reaction Steps
To a stirred solution of 1-bromo-2-ethoxy-4-fluorobenzene (2.0 g) in DMF (20 mL) was added sodium methanethiolate (1.66 g). The mixture was stirred for 2 h at 65° C. The mixture was cooled to room temperature and ethyl iodide (1.3 mL) was added. The mixture was stirred at room temperature for 1 h. Water was added and the mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 1.65 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09388177B2 |
|---|
| Source dataset | uspto-grants-2016_07 |
|---|
| ORD ID | ord-9b131eb6c3384e248a60162024b4de03 |
|---|
| Source note | uspto-grants-2016_07 |
|---|