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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 881601Generated: October 25, 2026

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

https://huagongshe.com/reaction/881601

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 numberUS08993616B2
Source datasetuspto-grants-2015_03
ORD IDord-2964d7dcb81c4892b80144fc5f24b81e
Source noteuspto-grants-2015_03