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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2048327Generated: October 31, 2026

Water → HCID 178455070, compound

https://huagongshe.com/reaction/2048327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant4-(tert-Butyldimethylsilyloxy)cyclohexanoneHCID 10609430—
ReactantHCID 178418311HCID 178418311—
SolventAcetic AcidHCID 176—
ProductHCID 178455070HCID 17845507020.8%

Reaction Steps

To a solution (30 mL) of 1H-1,2,4-triazol-3-amine (3 g) and 4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexanone (10 g) in acetic acid was added sodium cyanoborohydride (9.3 g), and the mixture was stirred at room temperature for 16 hr. Water was added to the reaction mixture, and the solvent was evaporated under reduced pressure. The obtained residue was poured into saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with a mixed solvent of ethyl acetate and isopropyl alcohol (3:1). The obtained extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound as a colorless solid (2.2 g, 20%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592431B2
Source datasetuspto-grants-2013_11
ORD IDord-8beb79ae044c4736a9d45eacf14094ba
Source noteuspto-grants-2013_11