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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843918Generated: November 3, 2026

Iodoethane → 1-Ethyl-1H-indole-3-carbaldehyde

https://huagongshe.com/reaction/1843918

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantEthyl AcetateHCID 8857—
ReactantIndole-3-CarboxaldehydeHCID 10256—
ReactantSodium hydrideHCID 24758—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
Product1-Ethyl-1H-indole-3-carbaldehydeHCID 59909087.2%

Reaction Steps

NaH (1.51 g, 37.891 mmol) was added to a solution of 1H-indole-3-carbaldehyde (I-38a: 5 g, 34.447 mmol) in dry DMF (40 mL) at 0° C. and the reaction mixture was stirred for 5 minutes. This was followed by dropwise addition of ethyl iodide (6.45 g, 41.336 mmol) over a period of 5 mins and stirring was continued for a further 1 hr. The reaction was monitored by TLC (40% ethylacetate in hexane). The reaction mixture was quenched with chilled water and filtered. The residue was washed with water and dried to afford 5.2 g of the product (86% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946260B2
Source datasetuspto-grants-2015_02
ORD IDord-0e8bd8e8618247c19bd171c643abee2f
Source noteuspto-grants-2015_02