HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-Dichlorophenol → HCID 22322443, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-Dichlorophenol | HCID 7258 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22322443 | HCID 22322443 | 73.8% |
Reaction Steps
Diethyl azodicarboxylate (41.0 ml) was added to a solution of triphenylphosphine (62.9 g) in tetrahydrofuran (800 ml) at 0° C. After 15 minutes 3,4-dichlorophenol (39.1 g) was added, after a further 15 minutes tert-butyl 4-hydroxy-1-piperidinecarboxylate (48.3 g) in tetrahydrofuran (400 ml) was added dropwise over 30 min. The solution was stirred at room temperature for 16 hours and concentrated to a small volume. Purification by chromatography (ethyl acetate: iso-hexane 95:5) gave the sub-title compound as an oil (61.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238811B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-8ed2b78803cc45a19a537f9d35c767b5 |
| Source note | uspto-grants-2007_07 |