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 | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 1,4-Dioxaspiro(4.5)decan-8-ol | HCID 567352 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 8-Phenoxy-1,4-dioxaspiro[4.5]decane | HCID 18980423 | 52.1% |
Reaction Steps
To a solution of 1,4-dioxa-spiro[4.5]decan-8-ol (1.85 mg, 11.70 mmol), phenol (1.0 g, 10.64 mmol), PPh3 (3.07 g, 11.70 mmol) in 15 mL of THF at 0° C. was added diisopropyl azodicarboxylate (6 mL, 11.70 mmol, 40% in toluene). The reaction mixture was stirred at room temperature for 48 h. Excess THF was removed in rotary evaporator and the residue was purified by silica gel column chromatography using ethyl acetate and hexane (1:19) to obtain 8-phenoxy-1,4-dioxa-spiro[4.5]decane (1.3 g, 52%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158675B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-ee23ce204a244f2aaa0dbed5d0ab3179 |
| Source note | uspto-grants-2012_04 |