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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460551Generated: October 26, 2026

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

https://huagongshe.com/reaction/460551

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 numberUS07196199B2
Source datasetuspto-grants-2007_03
ORD IDord-82441854e5dc4e1b8d3627a3f34e213d
Source noteuspto-grants-2007_03