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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564996Generated: October 30, 2026

Ethyl 6-benzyloxy-4-chloro-1-methyl-2-indolecarboxylate → Ethyl 4-chloro-6-hydroxy-1-methyl-2-indolecarboxylate

https://huagongshe.com/reaction/564996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 6-benzyloxy-4-chloro-1-methyl-2-indolecarboxylateHCID 21194606—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 4-chloro-6-hydroxy-1-methyl-2-indolecarboxylateHCID 2119426392.4%

Reaction Steps

In 60 ml of tetrahydrofuran was dissolved 2.20 g (6.40 mmol) of ethyl 6-benzyloxy-4-chloro-1-methyl-2-indolecarboxylate. After 0.3 g of 10% palladium/carbon was added to the solution, catalytic hydrogenation was performed at ambient temperature under normal pressure. After completion of the reaction, the catalyst was filtered off and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give 1.50 g (92.4%) of ethyl 4-chloro-6-hydroxy-1-methyl-2-indolecarboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06169107A
Source datasetuspto-grants-2001_01
ORD IDord-bd6ae859ddc8451b9a0d57ba510ce675
Source noteuspto-grants-2001_01