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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227430Generated: October 25, 2026

1H-Indole, 4,5,6,7-tetrafluoro- → (4,5,6,7-tetrafluoro-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanone

https://huagongshe.com/reaction/227430

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Indole, 4,5,6,7-tetrafluoro-HCID 140051—
Reactant2,2,3,3-Tetramethylcyclopropane-1-carbonyl chlorideHCID 11041002—
ReactantHCID 178418443HCID 178418443—
CatalystZincchlorideHCID 3007855—
SolventDichloromethaneHCID 6344—
Product(4,5,6,7-tetrafluoro-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanoneHCID 2482377512%

Reaction Steps

A mixture of 4,5,6,7-tetrafluoroindole (Matrix Scientific, 1.0 g. 5.3 mmol), ethylmagnesium bromide (1.0 M solution in THF, 6.4 mL, 6.4 mmol), zinc chloride (1.0 M solution in Et2O, 6.4 mL, 6.4 mmol) and the product of Example 1A (7.9 mmol) in 40 mL of dichloromethane was processed as described in Example 1B to provide the title compound (0.19 g, 0.61 mmol, 12% yield). MS (DCI/NH3) m/z 314 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560481B2
Source datasetuspto-grants-2009_07
ORD IDord-60128c5065574285ad7811353ab643a6
Source noteuspto-grants-2009_07