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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235538Generated: October 31, 2026

Acetic Acid → HCID 58896591, compound

https://huagongshe.com/reaction/2235538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyclopropanecarboxaldehydeHCID 123114—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 86612998HCID 86612998—
SolventMethanolHCID 887—
ProductHCID 58896591HCID 5889659153.1%

Reaction Steps

To 0.041 g (0.13 mmol) of N2-mesityl-1-methyl-N7-propyl-1H-benzimidazole-2,7-diamine in 2 mL of methanol was added 95 μL (1.3 mmol) of cyclopropane carboxaldehyde, 200 μL of glacial acetic acid and 0.032 g (0.51 mmol) of sodium cyanoborohydride. The mixture was stirred at room temperature for 24 h. The reaction mixture was cooled to room temperature and the volatiles were removed in vacuo. The crude solid was partitioned between saturated sodium bicarbonate and dichloromethane, the organic layer was separated, dried over sodium sulfate, filtered, concentrated and purified by reverse-phase HPLC to give 0.026 g (42%) of the title compound as a colorless sticky solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714009B2
Source datasetuspto-grants-2010_05
ORD IDord-f0e72665dd08491581b894d9bc5fe6b8
Source noteuspto-grants-2010_05