HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Hydroxyphthalimide → HCID 67118434, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Hydroxyphthalimide | HCID 10665 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | HCID 67118486 | HCID 67118486 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67118434 | HCID 67118434 | 91.4% |
Reaction Steps
Diethyl azodicarboxylate (1.23 ml, 2.70 mmol) was added dropwise to a solution of 1-(1-(4-(trifluoromethoxy)phenyl)cyclopropyl)piperidin-4-ol (750 mg, 2.45 mmol), 2-hydroxyisoindoline-1,3-dione (400 mg, 2.45 mmol) and triphenylphosphine (707 mg, 2.70 mmol) in tetrahydrofuran (15 ml) at 0° C. and the whole was stirred at room temperature for 18 hours. The reaction mixture was concentrated in vacuo and the residue was purified by column chromatography (ethyl acetate/hexane: 25/75 to 45/55) to give 2-(1-(1-(4-(trifluoromethoxy)phenyl)cyclopropyl)piperidin-4-yloxy)isoindoline-1,3-dione (1.00 g, 85%) as pale yellow amourphous.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518934B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-cdcc19f3c963410681e083dbe50457e1 |
| Source note | uspto-grants-2013_08 |