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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1067771Generated: November 1, 2026

Ethyl 3-(4-benzyloxy-2-chlorophenyl)-2-azidopropenoate → Ethyl 6-(benzyloxy)-4-chloro-1H-indole-2-carboxylate

https://huagongshe.com/reaction/1067771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-(4-benzyloxy-2-chlorophenyl)-2-azidopropenoateHCID 53783165—
SolventTolueneHCID 1140—
ProductEthyl 6-(benzyloxy)-4-chloro-1H-indole-2-carboxylateHCID 2171429589.8%

Reaction Steps

A solution of 4.50 g (12.6 mmols) of ethyl 3-(4-benzyloxy-2-chlorophenyl)-2-azidopropenoate in 100 ml of toluene was refluxed for 3 hours. The reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give 3.73 g (89.8%) of ethyl 6-benzyloxy-4-chloro-2-indolecarboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06248772B1
Source datasetuspto-grants-2001_06
ORD IDord-a5ad44a229a141378ff2d6ae84cdf69d
Source noteuspto-grants-2001_06