HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(3-(1,3-Dioxoisoindolin-2-yl)propyl)benzaldehyde → 2-(3-(3-(Pent-1-enyl)phenyl)propyl)isoindoline-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(3-(1,3-Dioxoisoindolin-2-yl)propyl)benzaldehyde | HCID 57766465 | — |
| Catalyst | Butyltriphenylphosphonium bromide | HCID 159628 | — |
| Product | 2-(3-(3-(Pent-1-enyl)phenyl)propyl)isoindoline-1,3-dione | HCID 68944482 | — |
Reaction Steps
Coupling of aldehyde 29 with butyltriphenylphosphonium bromide following the method used in Example 1 gave 2-(3-(3-(pent-1-enyl)phenyl)propyl)isoindoline-1,3-dione as a yellow oil. Yield (0.198 g, 46%), isomer ratio 5:1: 1H NMR (500 MHz, CDCl3) δ 7.84-7.81 (m, 2H), 7.72-7.68 (m, 2H), 7.22-7.01 (m, 4H), 6.37-6.16 (m, 1H), 5.66-5.61 (m, 1H), 3.76 (t, J=7.2 Hz, 2H), 2.69-2.65 (m, 2H), 2.31-2.15 (m, 2H), 2.04 (quint, J=7.5 Hz, 2H), 1.51-1.40 (m, 2H), 0.97-0.92 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09314467B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-efce7f4281604ac5b8b979240f6dc7d2 |
| Source note | uspto-grants-2016_04 |