HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 18542632, 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 | 1,3-Benzenedicarboxylic acid, 2-hydroxy-5-nitro-, 1,3-dimethyl ester | HCID 13974208 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 18542632 | HCID 18542632 | 80% |
Reaction Steps
To a solution of 1-t-butoxycarbonyl-4-hydroxypiperidine (2.6 g), dimethyl 2-hydroxy-5-nitroisophthalate (1.6 g) and triphenylphosphine (4.4 g) in a mixture of dichloromethane (40 ml) and tetrahydrofuran (20 ml) was added diethyl azodicarboxylate (2.6 ml) and the mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated in vacuo. The residue was purified by chromatography on a silica gel column using dichloromethane/ethyl acetate=19/1 as an eluant to afford a yellow solid. To the solid was added hexane/ethyl acetate=4/1 and then the mixture was filtered to give the desired compound (2.2 g, yield 78%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06555556B1 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-4d4df02c10ba4cc3a30f2d8528dd7114 |
| Source note | uspto-grants-2003_04 |