HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → TERT-BUTYL 4-PHENOXYPIPERIDINE-1-CARBOXYLATE
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | TERT-BUTYL 4-PHENOXYPIPERIDINE-1-CARBOXYLATE | HCID 12063835 | 66% |
Reaction Steps
To a solution of 403 mg (2.0 mmol) of N-tert-butoxycarbonyl-4-hydroxypiperidine, 188 mg (2.0 mmol) of phenol, and 525 mg (2.0 mmol) of triphenylphosphine in 50 mL of THF was added 0.315 mL of diethylazodicarboxylate. The resulting solution was stirred at room temperature for 2 days. Concentration in vacuo and purification via silica gel chromatography (10:1 hexane-EtOAc) provided 366 mg of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05936089 |
| Source dataset | uspto-grants-1999_08 |
| ORD ID | ord-b689391e5e8c40859830d7fc914995f5 |
| Source note | uspto-grants-1999_08 |