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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272550Generated: November 1, 2026

Sodium hydride → HCID 86700759, compound

https://huagongshe.com/reaction/2272550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactant4-Bromo-3-methyl-1H-indoleHCID 52987704—
SolventDimethylformamideHCID 6228—
ProductHCID 86700759HCID 8670075999%

Reaction Conditions

Temperature0 °C

Reaction Steps

4-Bromo-3-methyl-1H-indole (1.33 g) was dissolved in dimethylformamide (20 mL), and sodium hydride (0.33 g) was added thereto under ice-cooling. After stirring at 0° C. for 15 minutes, p-methoxybenzyl chloride (0.95 mL) was added thereto. The reaction solution was stirred under heating at 70° C. for 30 minutes and partitioned between ethyl acetate and 1M HCl aqueous solution. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After removal of the solvent by evaporation, the residue was purified by neutral silica gel column chromatography (hexane/ethyl acetate) to obtain compound (45a) (2.09 g, 99%) as a colorless oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120780B2
Source datasetuspto-grants-2015_09
ORD IDord-62e5f13f368147e08a291525d54f4e8a
Source noteuspto-grants-2015_09