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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 327865Generated: October 25, 2026

Sodium Iodide → Ethyl 3-Hydroxybutyrate

https://huagongshe.com/reaction/327865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantEthyl AcetoacetateHCID 8868—
ReactantHCID 178418361HCID 178418361—
SolventWaterHCID 962—
ProductEthyl 3-HydroxybutyrateHCID 6257263%

Reaction Conditions

Temperature65 °C

Reaction Steps

Under a nitrogen gas atmosphere, 0.0096 g (7.3×10-6 mol) of [RuI(p-Cymene)((+)-SO3Na-BINAP)]I, 0.1164 g (7.8×10-4 mol) of NaI, 1 ml (7.5×10-3 mol) of ethyl acetoacetate, and 1.5 ml of water were charged in a 100 milli-liter autoclave. After displacing the inside atmosphere of the autoclave with a hydrogen gas, the autoclave was pressed at a hydrogen pressure of 50 kg/cm2 and the mixture was stirred for 40 hours at 65° C. After the reaction was over, the hydrogen gas was removed, and after added thereto 100 ml of water and 100 ml of ether, the ether extraction was carried out. The ether extract was recovered, dried with anhydrous sodium sulfate, and further ether was distilled off to provide 0.62 g (percent yield 63%) of ethyl 3-hydroxybutyrate. By the analysis of gas chromatography (PEG-HT), the conversion ratio was determined to be 99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05274146
Source datasetuspto-grants-1993_12
ORD IDord-5ab3e6632dd54e23a7176b1dc9864c6e
Source noteuspto-grants-1993_12