Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | HCID 12012915 | HCID 12012915 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 71008327 | HCID 71008327 | 70% |
Reaction Steps
InBr3 (0.056 mmol) and Et3SiH (12.6 mmol) were successively added to a solution of lactone 16A (0.54 mmol) in CHCl3 (5 mL) and the reaction mixture was heated at 60° C. for 1 h. The reaction mixture was allowed to cool to rt, was diluted with H2O (10 mL), and the layers were separated. The aqueous layer was extracted with DCM (3×10 mL) and the combined organic layers were dried (Na2SO4) and concentrated. The residue was purified by silica gel chromatography (10/90 to 30/70 EtOAc/hexane) to provide ether 16B in 70% yield. Data: LC/MS (ESR) m/z 210 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691808B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-2368dd72367a4b329e22a53a9aab0d35 |
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| Source note | uspto-grants-2014_04 |
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