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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1110161Generated: November 2, 2026

Sodium Iodide → Ethyl 3-Hydroxybutyrate

https://huagongshe.com/reaction/1110161

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 numberUS05324861
Source datasetuspto-grants-1994_06
ORD IDord-32324269766b4171ad23d2c0836bacae
Source noteuspto-grants-1994_06