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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 545695Generated: October 26, 2026

Trifluoroacetic acid → 3-(5-Fluoro-2-hydroxyphenyl)-1-pentylindolin-2-one

https://huagongshe.com/reaction/545695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
Reactant3-(5-fluoro-2-hydroxyphenyl)-3-hydroxy-1-pentyl-1,3-dihydro-2H-indol-2-oneHCID 12004304—
SolventDichloromethaneHCID 6344—
Product3-(5-Fluoro-2-hydroxyphenyl)-1-pentylindolin-2-oneHCID 5887246091.2%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 3-(5-fluoro-2-hydroxyphenyl)-3-hydroxy-1-pentyl-1,3-dihydro-2H-indol-2-one (2.42 g, 7.35 mmol) in dichloromethane (10.0 mL) were added trifluoroacetic acid (1.00 mL) and triethylsilane (1.00 mL) at ambient temperature. The reaction mixture was stirred at 40° C. for 15 hrs and concentrated in vacuo to dryness. The residue was triturated with ether to give the title compound (2.10 g, 91%) as a solid: MS (ES+) m/z 314 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935721B2
Source datasetuspto-grants-2011_05
ORD IDord-06a234ab1450418b81dce151d7f55d7e
Source noteuspto-grants-2011_05