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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413512Generated: October 31, 2026

Ethanol → HCID 10909935, compound

https://huagongshe.com/reaction/413512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantEthyl 4-chloroacetoacetateHCID 69484—
ReactantHCID 178418361HCID 178418361—
ProductHCID 10909935HCID 1090993594%

Reaction Conditions

Temperature116 °C

Reaction Steps

14 Kg of ethyl 4-chloro-3-oxobutyrate (titre 88%) and 6.2 g of {[Ru (p-cymene) I (+) TMBTP] I}, are placed under argon in a 200-liter reactor, in 143 l of ethyl alcohol. The mixture is heated at 116° C. and pressurized with hydrogen at 5-6 bar. Temperature rises up to 124° C. and the reaction goes to completion within about 1 hour. The mixture is cooled, concentrated at reduced pressure, and the residue, analyzed with gaschromatography, has a 81% titre of ethyl (+) (R)-4-chloro-3-hydroxybutyrate, with an e.e. of 96.7% reaction yield: 94%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06566552B2
Source datasetuspto-grants-2003_05
ORD IDord-68592bc234b94b89b7fb9106b57e898c
Source noteuspto-grants-2003_05