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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1527210Generated: November 4, 2026

Potassium Carbonate → tert-butyl 2-(5-chloro-3-formyl-1H-indol-1-yl)acetate

https://huagongshe.com/reaction/1527210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl bromoacetateHCID 79177—
Reactant5-chloro-1H-indole-3-carbaldehydeHCID 2795374—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Producttert-butyl 2-(5-chloro-3-formyl-1H-indol-1-yl)acetateHCID 86673814—

Reaction Steps

To a suspension of 5-chloro-1H-indole-3-carbaldehyde [827-01-0] (500 mg, 2.78 mmol) and K2CO3 (885 mg, 6.40 mmol) in (14 mL) was added tert-butyl 2-bromoacetate (0.576 mL, 3.90 mmol) dropwise at RT. The resulting mixture was then heated to reflux for 18 h. After cooling to RT, the mixture was diluted with EtOAc and water. The organic layer was separated, subsequently washed with water (1×) and brine (1×), dried (Phase separator) and concentrated in vacuo to give the crude title compound. MS (LC/MS): 294 [M+H]+; tR (HPLC conditions b): 5.45 min. The product was used in the next reaction step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085555B2
Source datasetuspto-grants-2015_07
ORD IDord-8cca49e54371453e9912362d0f1f746b
Source noteuspto-grants-2015_07