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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2043341Generated: October 31, 2026

Acetic Acid → HCID 178505873, compound

https://huagongshe.com/reaction/2043341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1H-Imidazole-4-carbaldehydeHCID 76428—
Reactant3,4-DifluoroanilineHCID 77469—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 178505873HCID 17850587329.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 3,4-difluoroaniline (0.60 g, 4.65 mmol) in 1,2-dichloroethane (5 ml) were added 4-formylimidazole (0.67 g, 6.97 mmol), sodium triacetoxyborohydride (1.97 g, 9.29 mmol) and acetic acid (0.05 ml). The reaction mixture was stirred at 50° C. for 4 h. The reaction mixture was then concentrated in vacuo and the residue was purified using flash chromatography (column: Isolute® Flash-NH2 (Separtis); eluent: methanol/dichloromethane gradient) to yield an off-white solid (284 mg, 29%); MS (ISP): 210.1 ((M+H)+.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586617B2
Source datasetuspto-grants-2013_11
ORD IDord-638fd86223454ef8a7f76200a98f3a9e
Source noteuspto-grants-2013_11