HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-(3-bromopropoxy)-1-chloro-4-nitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1,3-Dibromopropane | HCID 8001 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Chloro-5-nitrophenol | HCID 69264 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(3-bromopropoxy)-1-chloro-4-nitrobenzene | HCID 309912 | — |
Reaction Steps
1,3-dibromo propane (1.3 mL, 12.65 mmol) and cesium carbonate (4.1 g, 12.65 mmol) was added to the DMF (18 mL) solution of 2-chloro-5-nitro phenol (2.0 g, 11.5 mmol) and the reaction mixture stirred overnight at room temperature. Water (20 mL) was added to the mixture, extracted with DCM (3×25 mL) and combined extracts were dried over sodium sulfate and concentrated in vacuo. The crude product was purified by flash column chromatography to get the title compound 26a in 64% (2.176 g) yield as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877752B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-ca55bf9e3b044887b9543c13b442237c |
| Source note | uspto-grants-2014_11 |