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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353508Generated: October 27, 2026

4-Nitro-1H-indole → (4-Nitro-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanone

https://huagongshe.com/reaction/2353508

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Nitro-1H-indoleHCID 145766—
Reactant2,2,3,3-Tetramethylcyclopropane-1-carbonyl chlorideHCID 11041002—
ReactantHCID 178418443HCID 178418443—
CatalystZincchlorideHCID 3007855—
SolventDichloromethaneHCID 6344—
Product(4-Nitro-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanoneHCID 248239298.5%

Reaction Steps

A mixture of 4-nitroindole (1.0 g, 6.2 mmol), ethylmagnesium bromide (1.0 M in THF, 6.8 mL, 6.8 mmol), zinc chloride (1.0 M solution in Et2O, 6.8 mL, 6.8 mmol) and the product of Example 1A (6.8 mmol) in 15 mL of dichloromethane was processed as described in Example 1B to provide the title compound (0.15 g, 0.53 mmol, 8% yield). MS (DCI/NH3) m/z 287 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750039B2
Source datasetuspto-grants-2010_07
ORD IDord-644938072f0f40d489cceaa02e6e49d1
Source noteuspto-grants-2010_07