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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628817Generated: October 27, 2026

Methyl 3,5-dioxohexanoate → Methyl 3-hydroxy-5-oxohexanoate

https://huagongshe.com/reaction/628817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3,5-dioxohexanoateHCID 538296—
CatalystDichlorotris(triphenylphosphine)rutheniumHCID 11007548—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 3-hydroxy-5-oxohexanoateHCID 1468908552%

Reaction Steps

Methyl 3,5-dioxohexanoate (19.0 g) was dissolved in THF (380 mL) and tris(triphenylphosphine) ruthenium (II) dichloride (1.1 g) was added. The reaction mixture was hydrogenated at 5 bar, 50° C. for 16 h and then cooled to room temperature. The solvent was removed under vacuum and the oil was purified on silica gel (hexane/EtOAC 1:1) to give the final methyl 3-hydroxy-5-oxohexanoate (10 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315470B2
Source datasetuspto-grants-2016_04
ORD IDord-0bec360ef86845a78b867354a2526b68
Source noteuspto-grants-2016_04