HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77600Generated: October 26, 2026
Potassium Iodide → tert-butyl 2-(2-formyl-1H-imidazol-1-yl)acetate
https://huagongshe.com/reaction/77600
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1H-imidazole-2-carbaldehyde | HCID 24955 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-butyl 2-(2-formyl-1H-imidazol-1-yl)acetate | HCID 58291458 | 39% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08840865B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-0894eaa3faf142899b2eb774e1720a68 |
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| Source note | uspto-grants-2014_09 |
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