HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphonium, [(2-methoxyphenyl)methyl]triphenyl-, bromide → (E)-2-(3-(3-(2-methoxystyryl)phenyl)propyl)isoindoline-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphonium, [(2-methoxyphenyl)methyl]triphenyl-, bromide | HCID 11294197 | — |
| Reactant | 3-(3-(1,3-Dioxoisoindolin-2-yl)propyl)benzaldehyde | HCID 57766465 | — |
| Product | (E)-2-(3-(3-(2-methoxystyryl)phenyl)propyl)isoindoline-1,3-dione | HCID 68943106 | — |
Reaction Steps
2-Methoxybenzyltriphenylphosphonium bromide was coupled with phthalimide 29 to give (E)-2-(3-(3-(2-methoxystyryl)phenyl)propyl)isoindoline-1,3-dione as a white solid. Yield (0.5590 g, quant.), trans-/cis-isomer ratio 1:1. Trans-isomer: 1H NMR (400 MHz, DMSO-d6) δ 7.81-7.88 (m, 4H), 7.52-7.65 (m, 5H), 6.69-7.41 (m, 4H), 6.57 (d, J=16.8 Hz, 1H), 3.76 (s, 3H), 3.52 (t, J=6.8 Hz, 2H), 2.48 (t, J=8.0 Hz, 2H), 1.91-1.99 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653142B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-4e3abdfcfd104a878e14b0c958f3cd89 |
| Source note | uspto-grants-2014_02 |