HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → HCID 58009522, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | methyl 5-(hydroxymethyl)-1-methyl-1H-pyrrole-2-carboxylate | HCID 58009357 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58009522 | HCID 58009522 | 62.5% |
Reaction Steps
590 mg of methyl 5-(hydroxymethyl)-1-methyl-1H-pyrrole-2-carboxylate, 770 mg of phthalimide, and 1.83 g of triphenylphosphine were dissolved in 10.0 mL of THF, and 2.75 mL of diethyl azodicarboxylate was added thereto under ice-cooling, followed by stirring at room temperature overnight. The reaction liquid was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1 to 1:1) to obtain 650 mg of methyl 5-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-1-methyl-1H-pyrrole-2-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07973078B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-7d3aafdd05de4c45ab9f5c2b1d2ad71d |
| Source note | uspto-grants-2011_07 |