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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085123Generated: November 2, 2026

Water → Ethyl 4-benzyloxy-1-methylindole-2-carboxylate

https://huagongshe.com/reaction/2085123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantEthyl 4-(phenylmethoxy)-1H-indole-2-carboxylateHCID 119707—
SolventDimethylformamideHCID 6228—
ProductEthyl 4-benzyloxy-1-methylindole-2-carboxylateHCID 22054863275.3%

Reaction Steps

To a solution (100 ml) of ethyl 4-benzyloxy-1H-indole-2-carboxylate (12.0 g) in DMF was added sodium hydride (1.6 g) and the mixture was stirred at room temperature for 10 min. To this reaction mixture was added methyl iodide (2.2 g) and the mixture was stirred for one more hour. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous solution of ammonium chloride and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound (13.2 g) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720320B2
Source datasetuspto-grants-2004_04
ORD IDord-9a9bab0387a24bfd8afbc6fad9baad0a
Source noteuspto-grants-2004_04