HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944471Generated: November 2, 2026
Trifluoroacetic acid → HCID 67044183, compound
https://huagongshe.com/reaction/1944471
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | 2-(phenylsulfonyl)benzaldehyde | HCID 640916 | — |
| Reactant | Methyl 2-(5-fluoro-2-methyl-1H-indol-1-yl)acetate | HCID 58247161 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67044183 | HCID 67044183 | 91.5% |
Reaction Steps
A mixture of triethylsilane (0.71 g), trifluoroacetic acid (0.53 g) and 1,2-dichloroethane (2.0 mL) at −10° C. was treated dropwise with a mixture of (5-fluoro-2-methylindol-1-yl)acetic acid methyl ester (0.091 g), 2-benzenesulfonylbenzaldehyde (0.12 g) and 1,2-dichloroethane (3.0 mL), and the resulting mixture was stirred at −10° C. for 15 minutes and then at room temperature for 2 hours. The mixture was diluted with dichloromethane, washed with saturated aqueous sodium hydrogen carbonate solution and dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue purified by column chromatography on silica gel, eluting with a mixture of cyclohexane and dichloromethane (1:1 to 0:1 by volume) to afford the title compound as a colourless gum (0.17 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08394836B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-d454007496be4c219e01a1c84b3c8f19 |
|---|
| Source note | uspto-grants-2013_03 |
|---|