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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900803Generated: October 30, 2026

N-Methylmorpholine N-oxide monohydrate → HCID 23369552, compound

https://huagongshe.com/reaction/1900803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Methylmorpholine N-oxide monohydrateHCID 2724197—
ReactantHCID 23369618HCID 23369618—
CatalystOsmium TetroxideHCID 30318—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
Solventtert-ButanolHCID 6386—
ProductHCID 23369552HCID 23369552152.7%

Reaction Steps

5-Methyl-2-vinyl-2,3,6,7-tetrahydrofuro-[2,3-f]-quinoline-7-one (1.5 g, 6.61 mmol) was dissolved in a solvent mixture of t-butanol (200 ml), acetone (200 ml) and water (100 ml). A solution (14 ml) of 0.16 N osmium tetraoxide and t-butanol, and N-methyl morpholine N-oxide hydrate (3.57 g, 3.46 mmol) were added to the mixture, and stirred at room temperature for 10 hours. The reaction mixture was condensed under reduced pressure, and the residue was purified by silica gel column chromatography (eluent=chloroform: methanol m 4:1) to obtain crude crystals. The obtained crude crystals were recrystallized from chloroform--methanol--ether to obtain 1.38 g of the title compound as colorless powdery crystals (80.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576324
Source datasetuspto-grants-1996_11
ORD IDord-67fafe4ee90d4efca660b9296576ebc6
Source noteuspto-grants-1996_11