HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-(1-t-Butoxycarbonylpiperidin-4-yloxy)-3-isopropylnitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 2-Isopropyl-4-nitrophenol | HCID 528954 | — |
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(1-t-Butoxycarbonylpiperidin-4-yloxy)-3-isopropylnitrobenzene | HCID 18542642 | 76.1% |
Reaction Steps
To a solution of 1-t-butoxycarbonyl-4-hydroxypiperidine (2.96 g), 2-isopropyl-4-nitrophenol (2.66 g) and triphenylphosphine (5.00 g) in dichloromethane (80 ml) was added diethyl azodicarboxylate (3.0 ml) and the mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated in vacuo. The residue was purified by chromatography on a silica gel column using dichloromethane as an eluant to give the desired compound (4.07 g, yield 76%) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06555556B1 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-d96f0cceb9c44baf9ef062013db16a04 |
| Source note | uspto-grants-2003_04 |