Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | (5-[1,3]-Dioxolan-2-yl-benzofuran-2-yl)-(4-fluoro-phenyl)-methanone | HCID 68718080 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Product | HCID 68718678 | HCID 68718678 | 43% |
Reaction Steps
To an ethylene glycol (5 mL) suspension of (5-[1,3]-dioxolan-2-yl-benzofuran-2-yl)-(4-fluoro-phenyl)-methanone (370 mg, 1.18 mmol) were added hydrazine monohydrate (165 mg, 2.8 mmol) and potassium hydroxide (152 mg, 2.71 mmol). After stirring this suspension for 2 hours at 10° C., this suspension was further stirred for 1 hour at 160° C. After allowing the reaction mixture to cool on standing, sat. NaCl was poured thereinto followed by extraction with ethyl acetate. The organic layer was separated followed by drying over anhydrous magnesium sulfate and concentrating under a reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1) to obtain 5-[1,3]-dioxolan-2-yl-2-(4-fluoro-benzyl)-benzofuran (151 mg, 43%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07829585B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-598e3c0a3cf648929cd5985dc537dec1 |
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| Source note | uspto-grants-2010_11 |
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