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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642822Generated: November 1, 2026

Acetic Acid → HCID 45088250, compound

https://huagongshe.com/reaction/1642822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-CyanopiperidineHCID 138223—
Reactant(1-Ethoxycyclopropoxy)trimethylsilaneHCID 2734686—
ReactantSodium cyanoborohydrideHCID 5003444—
SolventMethanolHCID 887—
ProductHCID 45088250HCID 45088250—

Reaction Conditions

Temperature60 °C

Reaction Steps

5.0 g (45.4 mmol) of 4-cyanopiperidine were dissolved in 83 ml of methanol, and 11.9 g (68.1 mmol) of [(1-ethoxy-1-cyclopropyl)oxy]trimethylsilane, 2.9 ml (3.0 g, 49.9 mmol) of acetic acid and 6.0 g (91.0 mmol) of sodium cyanoborohydride were added. The reaction mixture was stirred at 60° C. for 16 h, cooled to RT and then filtered through kieselguhr, the filter cake was washed with methanol and the filtrate was concentrated under reduced pressure. The residue was taken up in ethyl acetate and washed twice with 1 N aqueous sodium hydroxide solution and once with saturated aqueous sodium chloride solution. The organic phase was dried over sodium sulphate, filtered and concentrated under reduced pressure. Yield: 6.0 g (88% of theory)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119663B2
Source datasetuspto-grants-2012_02
ORD IDord-9b7aa7c5eba64520a0048307c36f9741
Source noteuspto-grants-2012_02