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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460132Generated: October 31, 2026

Water → HCID 22391185, compound

https://huagongshe.com/reaction/460132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant3-(Indol-5-yl)-4-methoxybenzaldehydeHCID 22391514—
SolventDimethylformamideHCID 6228—
ProductHCID 22391185HCID 2239118590.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 3-(indol-5-yl)-4-methoxybenzaldehyde (0.50 g, 2.0 mmol) in DMF (10 mL) was cooled to 0° C. and NaH (60% dispersion in mineral oil, 0.14 g, 3.0 mmol) was added. The mixture was stirred at 0° C. for 45 minutes, then methyl iodide (0.34 g, 4.4 mmol) was added and the reaction was stirred for 16 hours at room temperature. The mixture was then poured into water and extracted with ethyl acetate, washed with water and dried over sodium sulphate. The solvent was removed in vacuo and the crude was purified by column chromatography (hexane/ethyl acetate 7/3) to give 0.48 g of title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07196102B2
Source datasetuspto-grants-2007_03
ORD IDord-f41f76cce436431c8c24bde89deb466d
Source noteuspto-grants-2007_03