HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Phthalimide → 2-(2,3-Dihydro-benzofuran-2-ylmethyl)-isoindole-1,3-dione
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Phthalimide | HCID 6809 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Edukt | (2,3-Dihydro-1-benzofuran-2-yl)methanol | HCID 2795428 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2-(2,3-Dihydro-benzofuran-2-ylmethyl)-isoindole-1,3-dione | HCID 69069449 | 116,5% |
Reaktionsschritte
To a mixture of (2,3-dihydro-benzofuran-2-yl)-methanol (1.65 g, 11 mmol), phthalimide (3.24 g, 22 mmol), and triphenylphosphine (5.77 g, 22 mmol) in THF (40 mL) is added diethyl azodicarboxylate (3.46 mL, 22 mmol) at −10° C., and the mixture is allowed to warm to room temperature. After 20 h at rt, the mixture is concentrated in vacuo, and the residue is chromatographed on SiO2 (40% EtOAc in heptane) to afford 2-(2,3-dihydro-benzofuran-2-ylmethyl)-isoindole-1,3-dione (3.58 g). LCMS: RT=2.64 minutes; MS: 280 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08193183B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-2e0da6441e384680864f8779dcdc4dcc |
| Quellennotiz | uspto-grants-2012_06 |