HuagongsheHuagongshe Chemistry Print Report · For research reference only
T0400-2412 → HCID 68946361, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | T0400-2412 | HCID 11102709 | — |
| Reactant | 3-(3-(1,3-Dioxoisoindolin-2-yl)propyl)benzaldehyde | HCID 57766465 | — |
| Product | HCID 68942767 | HCID 68942767 | 10% |
| Product | HCID 68946361 | HCID 68946361 | 13% |
Reaction Steps
Phthalimide 29 was coupled with (4-chlorobenzyl)triphenylphosphonium bromide according to the method used in Example 76. Purification by flash chromatography (7% EtOAc-hexanes) gave (E)-2-(3-(3-(4-chlorostyryl)phenyl)propyl)isoindoline-1,3-dione (0.120 g, 10%) and (Z)-2-(3-(3-(4-chlorostyryl)phenyl)propyl)isoindoline-1,3-dione (0.150 g, 13%) as yellow solids. Cis-isomer: 1H NMR (400 MHz, CDCl3) δ 7.79-7.86 (m, 2H), 7.68-7.73 (m, 3H), 7.12-7.17 (m, 5H), 7.00-7.05 (m, 3H), 6.58 (d, J=12.0 Hz, 1H), 6.50 (d, J=12.0 Hz, 1H), 3.68 (t, J=7.2 Hz, 2H), 2.60 (t, J=7.6 Hz, 2H), 1.90-1.97 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420863B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-3c8944d920694866b5795fb16ea2c0d1 |
| Source note | uspto-grants-2013_04 |