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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227410Generated: October 27, 2026

5-Benzyloxyindole → (5-Benzyloxy-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanone

https://huagongshe.com/reaction/227410

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-BenzyloxyindoleHCID 14624—
Reactant2,2,3,3-Tetramethylcyclopropane-1-carbonyl chlorideHCID 11041002—
ReactantHCID 178418443HCID 178418443—
CatalystZincchlorideHCID 3007855—
SolventDichloromethaneHCID 6344—
Product(5-Benzyloxy-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanoneHCID 2482447527%

Reaction Steps

A mixture of 5-benzyloxyindole (1.2 g, 5.6 mmol), ethylmagnesium bromide (1.0 M solution in THF, 6.1 mL, 6.1 mmol), zinc chloride (1.0 M solution in Et2O, 6.1 mL, 6.1 mmol) and the product of Example 1A (5.6 mmol) in 25 mL of dichloromethane was processed as described in Example 1B to provide the title compound (0.53 g, 1.5 mmol, 27% yield). MS (DCI/NH3) m/z 348 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560481B2
Source datasetuspto-grants-2009_07
ORD IDord-55b60a7e6b254723babe4424997d1ad0
Source noteuspto-grants-2009_07