HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 1-t-Butoxycarbonyl-3-{2-[2-(3-methoxyphenyl)ethyl]phenoxy}piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 1-Boc-3-hydroxypiperidine | HCID 545699 | — |
| Reactant | 2-(2-(3-Methoxyphenyl)ethyl)phenol | HCID 10585448 | — |
| Product | 1-t-Butoxycarbonyl-3-{2-[2-(3-methoxyphenyl)ethyl]phenoxy}piperidine | HCID 10501780 | 62.1% |
Reaction Steps
Following a procedure similar to that described in Example 36(a), 1.50 g of 2-[2-(3-methoxyphenyl)ethyl]phenol (prepared as described in Preparation 20), 2.64 g of 1-t-butoxycarbonyl-3-hydroxypiperidine, 3.44 g of triphenylphosphine and 2.29 g of diethyl azodicarboxylate were reacted. The mixture was then worked up as described in Example 36(a), and the crude product thus obtained was purified by column chromatography through silica gel, using a 7:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 1.68 g (yield 62%) of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05556864 |
| Source dataset | uspto-grants-1996_09 |
| ORD ID | ord-676ed4a4f5a1435ca4619005e47e2159 |
| Source note | uspto-grants-1996_09 |