HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → 8-Phenoxy-1,4-dioxaspiro[4.5]decane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 1,4-Dioxaspiro(4.5)decan-8-ol | HCID 567352 | — |
| Reactant | N-carboxylatoiminocarbamate | HCID 51573101 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 8-Phenoxy-1,4-dioxaspiro[4.5]decane | HCID 18980423 | 70.2% |
Reaction Steps
To a solution of 1,4-dioxaspiro[4.5]decan-8-ol (1.05 g, 6.63 mmol), phenol (0.75 g, 7.95 mmol), triphenylphosphine (1.91 g, 7.29 mmol) in CH2Cl2 (20 mL) was added disopropyl azodicarboxylate (1.57 mL, 7.95 mmol). After being stirred overnight at room temperature under N2, the reaction mixture was concentrated. The residue was flash chromatographed using 10:90 hexane-EtOAc to give 1.09 g of 8-phenoxy-1,4-dioxaspiro[4.5]decane. MS (EI) calcd: (M+H)+=235.1; found: 235.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07834021B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-cdfb64093a0e49979866a0ad84e3a3ec |
| Source note | uspto-grants-2010_11 |