HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → HCID 57826870, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | tert-Butyl (2-hydroxy-3-phenylpropyl)carbamate | HCID 15224543 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57826870 | HCID 57826870 | 83.2% |
Reaction Steps
To a solution of 1,1-dimethylethyl (2-hydroxy-3-phenylpropyl)carbamate (10.0 g, 39.8 mmol), PPh3 (12.5 g, 47.8 mmol) and phthalimide (6.44 g, 43.8 mmol) in THF (125 mL) at RT was added DEAD (9.4 mL, 59.7 mmol) over 5 min. After 1 h at RT, the reaction solution was concentrated and purified on silica (hexanes/EtOAc, 2:1) to give the title compound as a white solid (12.6 g, 83%): LCMS (ES) m/z 381 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420690B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-d1f01df1818b430f8249d428a9afdc91 |
| Source note | uspto-grants-2013_04 |