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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043366Generated: October 27, 2026

Potassium Iodide → tert-butyl 2-(2-formyl-1H-imidazol-1-yl)acetate

https://huagongshe.com/reaction/1043366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantPotassium CarbonateHCID 11430—
Reactant1H-imidazole-2-carbaldehydeHCID 24955—
Reactanttert-Butyl bromoacetateHCID 79177—
SolventDimethylformamideHCID 6228—
Producttert-butyl 2-(2-formyl-1H-imidazol-1-yl)acetateHCID 5829145839%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 2-imidazole carboxaldehyde (1.00 g, 10.4 mmol) in DMF (1 mL) was added 1 eq. tert-butylbromoacetate, potassium carbonate and a catalytic amount of potassium iodide. The reactions were heated at 110° C. for 18 hrs followed by evaporation to dryness and purified utilizing a Biotage SP4 with a gradient method of 5-50% methanol in DCM to yield the desired compound (850 mg, 4.03 mmol, 39% yield). 1H NMR (400 MHz, DMSO-d6) δ 7.6 (s, H), 7.23 (s, H), 5.15 (s, 2H), 1.40 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08562945B2
Source datasetuspto-grants-2013_10
ORD IDord-c3792793560a432f948e5f8a19a2346c
Source noteuspto-grants-2013_10