Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | HCID 2838501 | HCID 2838501 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 57608633 | HCID 57608633 | — |
Reaction Steps
A 460 mg portion of ethyl 1-benzyl-2,3-dimethyl-1H-indole-5-carboxylate was dissolved in 15 ml of trifluoroacetic acid, and 1.19 ml of triethylsilane was added at room temperature, followed by stirring at 50° C. for 3 hours. After evaporation of the solvent, ethyl acetate was added, followed by washing with a 1 M sodium hydroxide aqueous solution and saturated brine and subsequent drying over anhydrous sodium sulfate. After evaporation of the solvent, the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:30 to 1:20) to obtain 437 mg of ethyl 1-benzyl-2,3-dimethylindoline-5-carboxylate as a pale yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07985764B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-7473b195841543868c9486b3d1d66fa1 |
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| Source note | uspto-grants-2011_07 |
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