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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258189Generated: October 26, 2026

Hydrochloric Acid → 5-(Benzyloxy)-6-methyl-1H-indole

https://huagongshe.com/reaction/1258189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant5-Benzyloxy-6-methyl-1H-indole-2-carboxylic acidHCID 58437498—
CatalystCopperHCID 23978—
SolventQuinolineHCID 7047—
Product5-(Benzyloxy)-6-methyl-1H-indoleHCID 2472924541.5%

Reaction Conditions

Temperature220 °C

Reaction Steps

To a solution of 5-benzyloxy-6-methyl-1H-indole-2-carboxylic acid (0.6 g) in quinoline (6 mL) was added copper powder (0.15 g), and this mixture was stirred at 220° C. for 20 minutes. This reaction mixture was poured into 1 mol/L hydrochloric acid, the resulting mixture was extracted with ethyl acetate. This organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate) to give the title compound (0.21 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466152B2
Source datasetuspto-grants-2013_06
ORD IDord-8d8676c7cd534d2ca118f7cd09412c0f
Source noteuspto-grants-2013_06