HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 18542742, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Reactant | Methyl 3-methyl-5-nitrosalicylate | HCID 12099450 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18542742 | HCID 18542742 | 92.2% |
Reaction Steps
To a solution of 1-t-butoxycarbonyl-4-hydroxypiperidine (4.2 g), methyl 3-methyl-5-nitrosalicylate (1.8 g) and triphenylphosphine (6.8 g) in dichloromethane (100 ml) was added diethyl azodicarboxylate (4.1 ml) and the mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated in vacuo. The residue was purified by chromatography on a silica gel column using hexane/ethyl acetate=4/1 as an eluant to give the desired compound (3.1 g, yield 91%) as a rose oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06555556B1 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-08c0c6d87bc0467b9febca9643464168 |
| Source note | uspto-grants-2003_04 |