HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 15392246, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Reactant | methyl 2-amino-5-hydroxybenzoate | HCID 819940 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15392246 | HCID 15392246 | 51.3% |
Reaction Steps
To 4-hydroxy-2-(methoxycarbonyl)benzenamine (6.8 g), triphenylphosphine (14.2 g) and 4-hydroxy-N-(t-butoxycarbonyl)piperidine (9.06 g) in THF (200 mL) was added DEAD (9.51 g) drop-wise at ambient temperature. The reaction was stirred at ambient temperature for overnight, concentrated and re-dissolved in ether. The ether layer was washed with 0.5 N NaOH aqueous solution, water and brine. It was then concentrated and purified on silica gel column (ethyl acetate/hexane, gradient) to afford 4-(N′-(t-butoxycarbonyl)piperidin-4-yl)oxy-2-(methoxycarbonyl)benzenamine (7.31 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06350761B1 |
| Source dataset | uspto-grants-2002_02 |
| ORD ID | ord-01875675a2d94d3ca74d5aae116a1554 |
| Source note | uspto-grants-2002_02 |