HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Hydroxyphthalimide → HCID 67118409, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Hydroxyphthalimide | HCID 10665 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | HCID 43394335 | HCID 43394335 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67118409 | HCID 67118409 | 80.3% |
Reaction Steps
Diethyl azodicarboxylate (8.86 g, 33.8 mmol) was added to a solution of 1-(4-(trifluoromethoxy)phenylsulfonyl)piperidin-4-ol (10.0 g, 30.7 mmol), 2-hydroxyisoindoline-1,3-dione (5.01 g, 30.7 mmol) and triphenylphosphine (8.86 g, 33.8 mmol) in tetrahydrofuran (100 ml) at 0° C. The reaction mixture was stirred at room temperature for 17 hours and concentrated in vacuo. The residue was purified by column chromatography (ethyl acetate/petroleum ether: 33/67) to give 2-(1-(4-(trifluoromethoxy)phenylsulfonyl)piperidin-4-yloxy)isoindoline-1,3-dione (11.6 g, 80%) as a white solid: LCMS: 471 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518934B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-e3d1471669d54685b740fef09bb784a4 |
| Source note | uspto-grants-2013_08 |