HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 69673392, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Di-tert-butyl azodicarboxylate | HCID 97268 | — |
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Reactant | 3-Bromo-5-fluorophenol | HCID 21904636 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69673392 | HCID 69673392 | 70% |
Reaction Steps
To a mixture of triphenylphosphine (1.75 g, 6.66 mmol) and 3-bromo-5-fluorophenol (795 mg, 4.16 mmol) and tert-butyl 4-hydroxypiperidine-1-carboxylate (922 mg, 4.58 mmol) in THF (20. mL) was added di-tert-butyl azodicarboxylate (1.53 g, 6.66 mmol) (DBAD) at 0° C. The reaction was stirred overnight at room temperature. The solvent was removed and the residue was dissolved in methanol and purified by preparative-LCMS (C18 column eluting with a gradient of ACN/H2O containing 0.15% NH4OH) to give the desired product (1.09 g, 70%). LCMS (M+Na)+: 396.0, 398.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933085B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-56ebf582927041c48fa456a49ff0cddd |
| Source note | uspto-grants-2015_01 |