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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353513Generated: October 27, 2026

7-(Benzyloxy)-1H-indole → (7-Benzyloxy-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanone

https://huagongshe.com/reaction/2353513

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-(Benzyloxy)-1H-indoleHCID 260798—
Reactant2,2,3,3-Tetramethylcyclopropane-1-carbonyl chlorideHCID 11041002—
ReactantHCID 178418443HCID 178418443—
CatalystZincchlorideHCID 3007855—
SolventDichloromethaneHCID 6344—
Product(7-Benzyloxy-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanoneHCID 2482447640%

Reaction Steps

A mixture of 7-benzyloxyindole (Matrix Scientific, 2.0 g, 9.0 mmol), ethylmagnesium bromide (1.0 M solution in THF, 11 mL, 11 mmol), zinc chloride (1.0 M solution in Et2O, 11 mL, 11 mmol) and the product of Example 1A (13.4 mmol) in 30 mL of dichloromethane was processed as described in Example 1B to provide the title compound (1.3 g, 3.6 mmol, 40% yield). MS (DCI/NH3) m/z 348 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750039B2
Source datasetuspto-grants-2010_07
ORD IDord-e5fe51c76b4a4362974c7d75fcd1131b
Source noteuspto-grants-2010_07