Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Bromo-1-propanol | HCID 12308 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Fluorothiophenol | HCID 67789 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 9989971 | HCID 9989971 | 52% |
Reaction Steps
4-Fluorobenzenethiol (788 mg, 6.15 mmol) and 3-bromopropanol (0.535 ml, 6.16 mmol) was dissolved in tetrahydrofuran (20 ml). The solution was added with 1N aqueous solution of sodium hydroxide (6.2 ml, 6.2 mmol) and heated at 80° C. for 3 hours with stirring. The reaction mixture was diluted with a mixed solvent of ethyl acetate-hexane and washed with diluted aqueous solution of sodium hydroxide, water, and then with saturated brine, and dried over magnesium sulfate. Insoluble solids were moved by filtration and the filtrate was concentrated under reduced pressure. The resulting oil was purified by silica gel column chromatography (ethyl acetate-hexane) to obtain the title compound as colorless oil (592 mg, yield: 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07166617B2 |
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| Source dataset | uspto-grants-2007_01 |
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| ORD ID | ord-c7c61dcf0f8248219914bf9031baffba |
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| Source note | uspto-grants-2007_01 |
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