Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | HCID 18687715 | HCID 18687715 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18687712 | HCID 18687712 | 70% |
Reaction Steps
From 3-fluoro-2-((4-isopropoxy-2-nitrophenyl)sulphonyl)phenol (Example 21): A stirred solution of 3-fluoro-2-((4-isopropoxy-2-nitrophenyl))sulphonyl)phenol (0.35 g, 0.98 mmol) and potassium tert-butoxide (0.13 g, 1.18 mmol) in 25 mL anhydrous DMF was heated at 80° C. for 1 h during which time the reaction color changed from orange to light yellow. After the reaction had been cooled 10% aqueous HCL (100 mL) was added and the mixture extracted with EtOAc (2×100 mL). The combined organics were washed with 10% aqueous HCl (100 mL) and brine (100 mL), dried (Na2SO4) and concentrated in vacuo to a yellow solid (290 mg). Recrystallization from etOAC/hexane gave 210 mg (70%) of the title compound which was identical in all aspects to material prepared from 1-Fluoro-7-isopropoxyphenoxathiin (Example 20).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06110961 |
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| Source dataset | uspto-grants-2000_08 |
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| ORD ID | ord-be29a06783b14d4fa287db725b0897dc |
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| Source note | uspto-grants-2000_08 |
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