HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-Bromo-1-benzofuran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Bromo-3-(2,2-diethoxyethoxy)benzene | HCID 15453765 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 6-Bromo-1-benzofuran | HCID 15158722 | 72.9% |
Reaction Steps
To a solution of 1-bromo-3-(2,2-diethoxyethoxy)benzene (2.3 g, 8.35 mmol) in toluene (28 mL), PPA (5.0 mL) was added, and the resultant mixture was stirred overnight while heated to reflux. The reaction solution was added with water at room temperature and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, concentrated in vacuo, and purified using silica-gel column chromatography (hexane). 6-Bromobenzofuran (1.2 g, yield 68%, mixture with 7-bromobenzofuran) was obtained as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153634B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-594f84ec6e024851bd4e1138f6a679b0 |
| Source note | uspto-grants-2012_04 |