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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689778Generated: October 30, 2026

6-(4-hydroxy-cyclohex-1-enyl)-1-methyl-1H-indole-3-carboxylic acid methyl ester → 6-(4-Hydroxy-cyclohexyl)-1-methyl-1H-indole-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/1689778

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(4-hydroxy-cyclohex-1-enyl)-1-methyl-1H-indole-3-carboxylic acid methyl esterHCID 66906335—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product6-(4-Hydroxy-cyclohexyl)-1-methyl-1H-indole-3-carboxylic acid methyl esterHCID 6690601080%

Reaction Steps

A solution of 6-(4-hydroxy-cyclohex-1-enyl)-1-methyl-1H-indole-3-carboxylic acid methyl ester (0.251 g, 0.880 mmol) in tetrahydrofuran (10 mL) is added to a slurry of palladium (0.200 g, 5% in carbon) in THF (2 mL). The mixture is stirred under an atmosphere of hydrogen (balloon) at room temperature for 12 h. The mixture is filtered through a pad of diatomaceous earth and concentrated under reduced pressure to yield the title compound (0.202 g, 80%). MS m/z 288.3 (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153624B2
Source datasetuspto-grants-2012_04
ORD IDord-d429c7fb0e48497eb61b0fea5f9bed7c
Source noteuspto-grants-2012_04