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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625209Generated: November 1, 2026

Ethyl Acetate → HCID 178510018, compound

https://huagongshe.com/reaction/1625209

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 67501770HCID 67501770—
ReactantHCID 178511715HCID 178511715—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 178510018HCID 17851001875.1%

Reaction Conditions

Temperature140 °C

Reaction Steps

A solution of a mixture of compound (1e) (0.560 g), trans-4-hydroxycyclohexylamine (0.522 g), sodium tert-butoxide (0.218 g), palladium acetate (0.025 g), and 1,1-bis-(diphenylphosphino)-ferrocene (0.126 g) in 1,4-dioxane (12 mL) was stirred under a nitrogen atmosphere at 140° C. for 2 hr. The reaction solution was distributed between ethyl acetate and water, and the organic layer was washed with saturated saline. The organic layer after the washing was dried over anhydrous sodium sulfate, and then the solvent was distilled away. The residue was purified by neutral silica gel column chromatography (chloroform/methanol) to obtain compound (1f) (0.450 g, 75%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08779142B2
Source datasetuspto-grants-2014_07
ORD IDord-2d602320785e4b16aa7153baf717d1bd
Source noteuspto-grants-2014_07