Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | 2-Thiocresol | HCID 8712 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 22953624 | HCID 22953624 | 87% |
Reaction Steps
A mixture of 2-methylbenzenethiol (2.37 ml, 20 mmol), potassium carbonate (6.91 g, 50 mmol) and 2-iodopropane (6.00 ml, 60 mmol) in acetonitrile (20 ml) was stirred at 60° C. for 3 days. The mixture was diluted with water and extracted with ethyl acetate. The combined organic layers were dried (MgSO4) and concentrated in vacuo. The residue was dissolved in methanol (10 ml) and water (2 ml), treated with Oxone™ (18.51 g, 30 mmol) and stirred at room temperature for 3 hours. The mixture was concentrated in vacuo and the residue partitioned between ethyl acetate and water. The organic layer was dried (MgSO4) and concentrated in vacuo to give the title compound (3.44 g, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07101892B2 |
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| Source dataset | uspto-grants-2006_09 |
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| ORD ID | ord-caf8945ecf5f4b4e9016997a6d1bb34b |
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| Source note | uspto-grants-2006_09 |
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