HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 5-(4-Bromobutoxy)-4-propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1,4-Dibromobutane | HCID 8056 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran-5-ol | HCID 57900816 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(4-Bromobutoxy)-4-propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran | HCID 57900781 | 99% |
Reaction Steps
A N,N-Dimethylformamide (10 mL) solution of 4-propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran-5-ol (800 mg, 2.55 mol), 1,4-dibromobutane (2.75 mL, 12.73 mmol) and potassium carbonate (528 mg, 3.82 mmol) was stirred at room temperature overnight. The reaction solution was added with water and extracted with ethyl acetate. Subsequently, the organic layer was washed with saturated saline, dried using anhydrous sodium sulfate, and concentrated in vacuum. The obtained residue was purified by silica-gel column chromatography (hexane:ethyl acetate=50:1) and the title compound (1.136 g, 99%) was obtained as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951822B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-7b3af3f32a94410e963abafdad80b924 |
| Source note | uspto-grants-2011_05 |