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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206253Generated: November 2, 2026

Acetic Acid → HCID 103563890, compound

https://huagongshe.com/reaction/2206253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantSodium HypochloriteHCID 23665760—
ReactantHCID 117988010HCID 117988010—
SolventTetrahydrofuranHCID 8028—
ProductHCID 103563890HCID 10356389051.7%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of tert-butyl 2-(2,2-dimethylcyclopentylidene)hydrazinecarboxylate (4.6 g) and acetic acid (9.4 g) in THF (80 mL) was added sodium cyanoborohydride (5.1 g) at room temperature. The reaction mixture was stirred at 85° C. for 10 hr, aqueous sodium hypochlorite solution was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/petroleum ether) to give the title compound (2.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371320B2
Source datasetuspto-grants-2016_06
ORD IDord-f10e0a5b0c7b48eab27865d75326cda1
Source noteuspto-grants-2016_06