HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Dichlorobenzyltriphenylphosphonium bromide → (E)-2-(3-(3-(2,6-dichlorostyryl)phenyl)propyl)isoindoline-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Dichlorobenzyltriphenylphosphonium bromide | HCID 11843551 | — |
| Reactant | 3-(3-(1,3-Dioxoisoindolin-2-yl)propyl)benzaldehyde | HCID 57766465 | — |
| Product | (E)-2-(3-(3-(2,6-dichlorostyryl)phenyl)propyl)isoindoline-1,3-dione | HCID 68940739 | — |
Reaction Steps
2,6-Dichlorobenzyltriphenylphosphonium bromide was coupled with phthalimide 29. Purification by flash chromatography (10 to 50% EtOAc-hexanes gradient) gave (E)-2-(3-(3-(2,6-dichlorostyryl)phenyl)propyl)isoindoline-1,3-dione as a white solid. Yield (0.7041 g, 96%): 1H NMR (400 MHz, DMSO-d6) δ 7.78-7.86 (m, 4H), 7.51 (d, J=8.4 Hz, 2H), 7.44 (s, 1H), 7.37 (d, J=7.6 Hz, 1H), 7.31 (d, J=8.4 Hz, 1H), 7.27 (t, J=7.2 Hz, 1H), 7.18 (d, J=7.6 Hz, 1H), 7.11 (d, J=16.4 Hz, 1H), 7.01 (d, J=16.8 Hz, 1H), 3.62 (t, J=6.8 Hz, 2H), 2.65 (t, J=7.4 Hz, 2H), 1.88-1.98 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653142B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-2746f7fc6e434a57a61ccd42b6672d4c |
| Source note | uspto-grants-2014_02 |