Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Iodohexane | HCID 12527 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 23354794 | HCID 23354794 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 23354763 | HCID 23354763 | 68% |
Reaction Steps
In a 30 ml-round-bottomed flask, 1.07 g (3.01 mM) of 2-(4-hexylphenyl)-5-(3-fluoro-4-hydroxyphenyl)thiazole prepared in Example 29, 0.23 g (3.48 mM) of potassium hydroxide and 5 ml of butanol were placed and heated. To the solution, 0.74 g (3.49 mM) of hexyl iodide was gradually added under heat-stirring, followed by heat-stirring for 5 hours about 90° C. After the reaction, the solvent was removed from the reaction mixture and water was added to the resultant residue to precipitate a crystal. The crystal was recovered by filtration and washed with water. The resultant crystal was purified by silica gel column chromatography (eluent: toluene) and recrystallized from a mixture solvent of toluene-methanol to obtain 0.90 g of 2-(4-hexylphenyl)-5-(3-fluoro-4-hexyloxyphenyl)thiazole (Yield: 68.0%). ##STR205##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05595685 |
|---|
| Source dataset | uspto-grants-1997_01 |
|---|
| ORD ID | ord-9d9a17c1d9c14638bb72fd5b9b7322e8 |
|---|
| Source note | uspto-grants-1997_01 |
|---|