HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-nitro-4-[(phenylsulfanyl)methyl]benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Nitrobenzyl bromide | HCID 66011 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-nitro-4-[(phenylsulfanyl)methyl]benzene | HCID 736921 | 84.4% |
Reaction Steps
Benzenethiol (13.2 g) was dissolved in THF (100 ml), and to this solution was added triethylamine (17.1 ml) and then 4-nitrobenzyl bromide (21.6 g). The reaction solution was stirred for 30 minutes at room temperature, added to water, and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was washed with hexane/ethyl acetate (=10/1), to give 1-nitro-4-[(phenylsulfanyl)methyl]benzene (20.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07262185B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-afeb06a5705d4c21a7f8ce27bc089c54 |
| Source note | uspto-grants-2007_08 |