Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 69670799 | HCID 69670799 | — |
| Solvent | Tetrahydrofurfuryl alcohol | HCID 7360 | — |
| Product | HCID 69670996 | HCID 69670996 | 89.5% |
Reaction Steps
To a solution of 1-benzenesulfonyl-5-methylsulfanyl-2-phenylindole (264 mg) in tetrahydrofuran-methanol (2/1, 6.9 mL) was added cesium carbonate (680 mg) at room temperature, and the mixture was stirred at 50° C. for 26 hours. The reaction mixture was allowed to cool to ambient temperature and concentrated under reduced pressure. 1 mol/L Hydrochloric acid was added to the residue and this resulting mixture was extracted with ethyl acetate. The organic layer was washed successively with a saturated aqueous sodium hydrogen carbonate solution and saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by aminopropylated silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (149 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680120B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-92f456a1507f44b589652fdbe1833777 |
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| Source note | uspto-grants-2014_03 |
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