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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227432Generated: October 29, 2026

5-Bromoindole → (5-Bromo-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanone

https://huagongshe.com/reaction/227432

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-BromoindoleHCID 24905—
Reactant2,2,3,3-Tetramethylcyclopropane-1-carbonyl chlorideHCID 11041002—
ReactantHCID 178418443HCID 178418443—
CatalystZincchlorideHCID 3007855—
SolventDichloromethaneHCID 6344—
Product(5-Bromo-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanoneHCID 2482434238%

Reaction Steps

A mixture of 5-bromoindole (5.0 g. 26 mmol), ethylmagnesium bromide (1.0 M solution in THF, 31 mL, 31 mmol), zinc chloride (1.0 M solution in Et2O, 31 mL, 31 mmol) and the product of Example 1A (38 mmol) in 100 mL of dichloromethane was processed as described in Example 1B to provide the title compound (3.1 g, 9.8 mmol, 38% yield). MS (DCI/NH3) m/z 321, 322 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560481B2
Source datasetuspto-grants-2009_07
ORD IDord-b8b44a7eb5fb4559bdcdb63b4bb83cf8
Source noteuspto-grants-2009_07