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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1374839Generated: October 29, 2026

Dimethylformamide → Ethyl 2,3-dihydro-1H-indole-1-acetate

https://huagongshe.com/reaction/1374839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl bromoacetateHCID 7748—
ReactantIndolineHCID 10328—
ReactantPotassium CarbonateHCID 11430—
SolventEthyl AcetateHCID 8857—
ProductEthyl 2,3-dihydro-1H-indole-1-acetateHCID 2219991173.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

Indoline (1.07 g, 8.98 mmol), ethyl bromoacetate (1.20 ml, 10.8 mmol), potassium carbonate (2.10 g, 15.2 mmol) were added to dimethylformamide (14 ml), and the mixture was heated at 80° C. for 30 minutes. The reaction mixture was cooled to room temperature and diluted with ethyl acetate, and then washed with water and dried over sodium sulfate. Insoluble solids were removed by filtration and the filtrate was evaporated under reduced pressure. The resulting oil was purified by silica gel column chromatography (ethyl acetate-hexane) to obtain the title compound as yellow oil (1.35 g, yield: 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07166617B2
Source datasetuspto-grants-2007_01
ORD IDord-f8ffaeffe3d04dc9899b108182b84d00
Source noteuspto-grants-2007_01