HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 66992743, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 1-(triphenylmethyl)-1H-imidazole-4-carbaldehyde | HCID 618233 | — |
| Reactant | 4-Phthalimidobutyl triphenylphosphonium bromide | HCID 19914622 | — |
| Product | HCID 66992743 | HCID 66992743 | 51% |
Reaction Steps
0.663 ml (4.43 mmol) of DBU and 1.0 g (2.96 mmol) of 1-trityl-1H-imidazole-4-carbaldehyde are added to 2.41 g (4.43 mmol) of [4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)butyl]triphenylphosphonium bromide. The reaction medium is refluxed for 18 hours. The reaction is stopped by adding aqueous 5% citric acid solution and the organic compounds are extracted with CH2Cl2. The organic phase is dried over MgSO4, filtered and concentrated. The residue obtained is chromatographed on silica gel (eluent: heptane/EtOAc (6/4)). 785 mg of 2-[5-(1-trityl-1H-imidazol-4-yl)pent-4-enyl]isoindole-1,3-dione are obtained in a yield of 51%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962846B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-41d02f3efbb04ea9b882a74e10d31bf3 |
| Source note | uspto-grants-2015_02 |