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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 479891Generated: October 25, 2026

Methyl morpholine oxide → Hydrobenzoin

https://huagongshe.com/reaction/479891

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl morpholine oxideHCID 82029—
Reactanttrans-StilbeneHCID 638088—
ReactantAcetonitrile acetone waterHCID 18799168—
CatalystOsmium TetroxideHCID 30318—
ProductHydrobenzoinHCID 9544793%

Reaction Steps

Resin-OsO4 (0.01 Eq. Wt.), N-methylmorpholine-N-oxide (1.5 Eq. Wt.) and trans-stilbene (1.0 Eq. Wt) in the mixed solvent of water/acetone/acetonitrile (in the volume ratio of 1:1:1) were stirred at room temperature for 6 hours. After completion of the reaction, the catalyst was filtered off and washed with ethyl acetate. Combined filtrates were concentrated under reduced pressure. The pure product, 1,2-diphenyl-1,2-ethandiol was obtained by removing the solvent at reduced pressure followed by column chromatography. (yield 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06646168B2
Source datasetuspto-grants-2003_11
ORD IDord-8c0ac3fdd0ad49bb8468268c9a195925
Source noteuspto-grants-2003_11