HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → HCID 57826475, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | HCID 57826474 | HCID 57826474 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57826475 | HCID 57826475 | 54.1% |
Reaction Steps
To a solution of 1,1-dimethylethyl ((1S)-2-hydroxy-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)carbamate (4.2 g, 13.2 mmol), triphenylphosphine (4.5 g, 17.1 mmol) and phthalimide (1.9 g, 13.2 mmol) in THF (66 mL) at 25° C. was added diethyl azodicarboxylate (2.7 mL, 17.1 mmol). After stirring at RT for 1 h, the reaction solution was concentrated under vacuum and the residue purified on silica gel (1% MeOH in DCM) affording the title compound (3.2 g, 54%) as a white solid: LCMS (ES) m/z 449 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420690B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-306fdcaaf39c440ab1ad55f5d6a44fa7 |
| Source note | uspto-grants-2013_04 |