HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Oxazol-5-yl-benzenethiol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-(1,3-Oxazol-5-yl)benzenesulphonyl chloride | HCID 2776415 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Oxazol-5-yl-benzenethiol | HCID 68586450 | 89.4% |
Reaction Steps
To a solution of 4-oxazol-5-yl-benzenesulfonyl chloride (1 g) in THF (20 ml) was added triphenylphosphine (4.3 g). After stirring at RT for 10 minutes water (2 ml) was added and the reaction was stirred for a further 20 minutes. The reaction was evaporated under reduced pressure and the residue dissolved in EtOAc. The EtOAc solution was extracted with 1M NaOH (×3), the basic extractions were combined, the pH adjusted to 3 using 1M HCl and then re-extracted with EtOAc (×3). The EtOAc fractions were combined and washed with brine, dried (MgSO4) and evaporated under reduced pressure to give the subtitle compound as a green solid (0.65 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741360B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-21627b31a7604ea3a37ecb8c1bea554f |
| Source note | uspto-grants-2010_06 |