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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509283Generated: October 25, 2026

Acetic Acid → HCID 67467860, compound

https://huagongshe.com/reaction/509283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium HydroxideHCID 14798—
Reactant4-Hydroxy-4-methylcyclohexanoneHCID 28539—
ReactantCyclopropylamineHCID 69828—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 67467860HCID 6746786072%

Reaction Steps

4-Hydroxy-4-methylcyclohexanone (440 mg, 3.43 mmol) was dissolved in 1,2-dichloroethane (15 ml), followed by sequential addition of cyclopropylamine (0.26 ml, 3.78 mmol), NaBH(OAc)3 (1.16 g, 5.49 mmol), and acetic acid (0.20 ml, 3.43 mmol), and then the resulting mixture was stirred at room temperature under nitrogen stream for 20 hours. The resulting reaction liquid was neutralized by addition of 10% aqueous NaOH solution, and extracted with 5% MeOH/MC (15 ml×4). The organic layer was dried over anhydrous sodium sulfate, followed by filtration, concentration, and vacuum drying, to obtain 417 mg of yellow solid (72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096571B2
Source datasetuspto-grants-2015_08
ORD IDord-2220842ccbbd4c5480c96cb0cd86947b
Source noteuspto-grants-2015_08