HuagongsheHuagongshe Chemistry Print Report · For research reference only
8-(4-Fluorophenyl)-1,4-dioxaspiro[4.5]decane → 4-(4-Fluorophenyl)cyclohexan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 8-(4-Fluorophenyl)-1,4-dioxaspiro[4.5]decane | HCID 12834404 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(4-Fluorophenyl)cyclohexan-1-one | HCID 12834322 | 86% |
Reaction Steps
A solution of the intermediate from step B (8.6 g, 36.5 mmol) in toluene (40 mL), THF (20 mL) and 10% H2SO4 in water (25 mL) was stirred at reflux overnight. After cooling to room temperature, the organic layer was separated, washed with brine, dried over MgSO4 and concentrated. Flash chromatography on silica gel eluting with 5% and then 10% EtOAc in hexanes provided the title compound (6.0 g, 86%) as an oil. MS calculated (M+H)+ 193, found 193.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08729063B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-d73e74edae524c2fbe05d8be1d6eaac7 |
| Source note | uspto-grants-2014_05 |