HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 70819417, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 1,1'-Azobis(cyclohexanecarbonitrile) | HCID 74978 | — |
| Reactant | HCID 70819504 | HCID 70819504 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 70819417 | HCID 70819417 | 46% |
Reaction Steps
N-Bromosuccinimide (265 mg, 1.48 mmol) and 1,1′-Azobis(cyanocyclohexane) (20 mg, 0.06 mmol) were added to a solution of ethyl 2-(1-benzofuran-3-yl)-2-(tert-butoxy)acetate (20b) (340 mg, 1.23 mmol) in chloroform (5 mL). The reaction mixture was refluxed for 5 hours. Water (5 mL) was added and the mixture was extracted with ethyl acetate (2×10 mL). The organic layer was dried over sodium sulfate and evaporated to dryness. The residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate: 95/05) to provide ethyl 2-(2-bromo-1-benzofuran-3-yl)-2-(tert-butoxy)acetate (20c) (200 mg, 0.56 mmol, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238026B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-cdb2eaf2984d45deab99120c380ac35a |
| Source note | uspto-grants-2016_01 |