HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → Triphenylphosphine Oxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | Carbamic acid, N-((1R)-2-hydroxy-1-phenylethyl)-, 1,1-dimethylethyl ester | HCID 7016461 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Triphenylphosphine Oxide | HCID 13097 | — |
| Product | HCID 68775880 | HCID 68775880 | — |
Reaction Steps
To a 0° C. solution of the alcohol (4.75 g, 20.0 mmol), phthalimide (3.32 g, 22.6 mmol) and PPh3 (6.30 g, 24.0 mmol) in THF (130 ml) under nitrogen was added dropwise DEAD (3.3 ml, 21.0 mmol). The resulting light yellow solution was stirred at room temperature for 3 hours, and then the solvent was removed under reduced pressure, giving crude [(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-phenyl-ethyl]-carbamic acid tert-butyl ester as a mixture with triphenylphosphine oxide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07790747B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-b785585f293f4b2b9947014b2ff1dcd3 |
| Source note | uspto-grants-2010_09 |