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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475328Generated: November 1, 2026

Tetrabutylammonium Fluoride → 6-Benzenesulfonyl-5-fluoro-3,3-dimethyl-2,3-dihydro-1H-indole

https://huagongshe.com/reaction/1475328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant6-Benzenesulfonyl-5-fluoro-3,3-dimethyl-1-triisopropylsilanyl-2,3-dihydro-1H-indoleHCID 86723948—
SolventTetrahydrofuranHCID 8028—
Product6-Benzenesulfonyl-5-fluoro-3,3-dimethyl-2,3-dihydro-1H-indoleHCID 8672394985.6%

Reaction Steps

6-Benzenesulfonyl-5-fluoro-3,3-dimethyl-1-triisopropylsilanyl-2,3-dihydro-1H-indole (1.43 mg, 3.1 mmol) was treated with TBAF (1M solution in THF, 4.0 mL) in dry THF (20 mL) and the resulting solution stirred at room temperature for 1.5 hours. The reaction was quenched with saturated aqueous NH4Cl and extracted with EtOAc. The crude material was purified by chromatography (petrol:EtOAc 1:1) to give the title compound (810 mg) as a colourless oil. MS: [M+H]+=306.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018214B2
Source datasetuspto-grants-2015_04
ORD IDord-1141698ac3ba47e598118404418a4284
Source noteuspto-grants-2015_04