HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → HCID 67976175, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | HCID 67974807 | HCID 67974807 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67976175 | HCID 67976175 | 392.1% |
Reaction Steps
To a solution of alcohol 18c (0.1 g, 0.27 mmol), PPh3 (0.11 g, 0.40 mmol), and phthalimide (60 mg, 0.40 mmol) in 5 mL of THF was added dropwise DIAD (54 mg, 0.27 mmol) at room temperature. The reaction mixture was stirred overnight. The solvent was evaporated, and the resulting solid was recrystallized from methanol to afford 0.53 g (87%) of the title compound as a white solid. 1H NMR (300 MHz, CDCl3): δ 7.84-7.76 (m, 1H), 7.70-7.65 (m, 1H), 7.34 (d, J=8.76 Hz, 1H), 7.11 (d, J=7.89 Hz, 1H), 7.00 (d, J=8.15 Hz, 1H), 6.33 (s, 1H), 4.96 (s, 1H), 3.85 (t, J=6.96, 6.96 Hz, 1H), 2.80 (t, J=7.47, 7.47 Hz, 1H), 2.35 (s, 1H), 2.24-2.13 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096532B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-b0a4ffe30b054e35adad95be4877c047 |
| Source note | uspto-grants-2015_08 |