Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium | HCID 223 | — |
| Reactant | 2-Bromopropane | HCID 6358 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ethyl 2-(4-chlorophenyl)-5-hydroxy-1-benzofuran-3-carboxylate | HCID 46172351 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 67354738 | HCID 67354738 | 82% |
Reaction Steps
Ethyl 2-(4-chlorophenyl)-5-hydroxybenzofuran-3-carboxylate (26 g, 0.051 mol) in NMP (160 mL) was added isopropyl bromide (15 mL), then cesium carbonate (33 g, 0.101 mol) was added. The reaction mixture was stirred in a 60° C. oil bath for 20 hrs then cooled to ambient temperature. The reaction mixture was treated with 5% ammonium solution and stirred for 15 min. This mixture was then diluted with water and extracted with hexane. The organic layer was washed with water, dried with anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give ethyl 2-(4-chlorophenyl)-5-isopropoxybenzofuran-3-carboxylate (15 g, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09119868B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-4b1e5b38ae53466aaf58f5693cfe7296 |
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| Source note | uspto-grants-2015_09 |
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