HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → HCID 17755957, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Iodobenzyl bromide | HCID 954258 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 17755957 | HCID 17755957 | 86.1% |
Reaction Steps
To a solution of 4-iodo-benzyl bromide (9.04 g, 30.4 mmol) in DMF (316 mL) was added phthalimide (4.47 g, 30.4 mmol) and cesium carbonate (14.86 g, 45.6 mmol). The reaction stirred at room temperature overnight under nitrogen atmosphere. The next day, the reaction mixture was quenched with water. The product precipitated from the quenched reaction mixture and was filtered off, washed with water, and collected as a white solid (9.5 g, 86% yield). 1H NMR (600 MHz, CDCl3): δ 7.84 (m, 2H), 7.71 (m, 2H), 7.63 (d, 2H, J=8.4 Hz), 7.17 (d, 2H, J=8.4 Hz), 4.77 (s, 2H). 13C NMR (150 MHz, CDCl3): δ 168.1, 138.0, 136.2, 134.3, 132.2, 130.8, 123.6, 93.7, 41.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07485283B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-b3be94db8b8c422fba963e06170f2655 |
| Source note | uspto-grants-2009_02 |