Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Hydroxy-α,α-bis(trifluoromethyl)benzenemethanol | HCID 578594 | — |
| Reactant | 3-(4-Bromo-phenyl)-benzo[d]isothiazol-6-ol | HCID 135847952 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11657313 | HCID 11657313 | 28% |
Reaction Steps
100 mg (0.23 mmol) of 3-(4-bromo-phenyl)-benzo[d]isothiazol-6-ol (CAS 423159-55-1, prepared as described in WO 2002036584) in 2 ml of acetone were treated with 67 mg (0.22 mmol) of 4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-phenol (example 6), 76 mg (0.2 mmol) of Cs2CO3 and 8 mg (0.05 mmol) of potassium iodide. The reaction mixture was stirred at ambient temperature for 2.5 d, at 45° C. for 4 h, and then was diluted with dichloromethane. The organic phase was washed with water and brine, dried (Na2SO4) and evaporated. The crude product was purified by column chromatography on silica gel to yield 40 mg (28%) 2-(4-{3-[3-(4-bromo-phenyl)-benzo[d]isothiazol-6-yloxy]-propoxy}-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol as a colorless solid, MS: 604 (M−H, 1Br)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07473705B2 |
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| Source dataset | uspto-grants-2009_01 |
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| ORD ID | ord-618809ab59474615921f0a9ba324836e |
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| Source note | uspto-grants-2009_01 |
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