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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1013285Generated: October 30, 2026

Ethyl 3-bromo-1-(3-(naphthalen-1-yloxy)propyl)-1h-indole-2-carboxylate → Ethyl 3-benzyl-1-(3-(naphthalen-1-yloxy)propyl)-1h-indole-2-carboxylate

https://huagongshe.com/reaction/1013285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-bromo-1-(3-(naphthalen-1-yloxy)propyl)-1h-indole-2-carboxylateHCID 67316935—
ReactantHCID 178419772HCID 178419772—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductEthyl 3-benzyl-1-(3-(naphthalen-1-yloxy)propyl)-1h-indole-2-carboxylateHCID 67316098—

Reaction Steps

A mixture of EXAMPLE 31C (100 mg), 0.5M benzyl zinc(II) bromide in THF (1.32 mL) and (1,1′-bis(diphenylphosphino)ferrocene)dichloropalladium(II) (18 mg) in THF (2 mL) was stirred at 60° C. for 16 hours. The mixture was diluted with ethyl acetate, and the organic phase was washed with water and brine and dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash chromatography on silica gel with 0-8% ethyl acetate/hexanes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07981888B2
Source datasetuspto-grants-2011_07
ORD IDord-dc16410b960642219cfba2fbac0662ad
Source noteuspto-grants-2011_07