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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1935293Generated: October 27, 2026

Methyl morpholine oxide → Hydrobenzoin

https://huagongshe.com/reaction/1935293

Reaction equation

Participants

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

Reaction Steps

Catalytic dihydroxylation reaction of trans-stilbene by using LDH-osmate of the formula IIa LDH-osmate of the formula IIa (0.02 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 the reaction LDH-osmate catalyst was filtered off and washed with methanol. The 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%). The experimental results in the Examples 9 to 24 were tabulated in Table 1&2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06387033B1
Source datasetuspto-grants-2002_05
ORD IDord-378ddd4b47ea40068a4953b882afc09e
Source noteuspto-grants-2002_05