HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Naphthol → HCID 12129393, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Naphthol | HCID 8663 | — |
| 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 12129393 | HCID 12129393 | 52.2% |
Reaction Steps
To a stirred solution of 2-naphthol (2.9 g) and 4-hydroxypiperidine-1-carboxylic acid tert-butyl ester (4 g) in tetrahydrofuran (30 ml) at 0° C. was added triphenylphosphine (5.2 g) and diethyl azodicarboxylate (3.2 ml). The reaction was allowed to warm to room temperature and stirred for 16 h. The solvent was removed in vacuo and the slurry taken up in EtOAc (30 ml) and washed with aqueous sodium hydroxide (1M, 2×30 ml), water (30 ml) and brine (30 ml). The organic extract was diluted with hexane (50 ml), and the precipitates were removed by filtration, and the filtrate dried over magnesium sulphate (1 g). The solvent was removed in vacuo to yield the title compound as a white solid (3.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06455531B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-72fde93a8e154ecf9f27c5284be954a0 |
| Source note | uspto-grants-2002_09 |