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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2052345Generated: October 30, 2026

Acetone → HCID 86736791, compound

https://huagongshe.com/reaction/2052345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantIodineHCID 807—
ReactantMethanesulfonic AcidHCID 6395—
Reactant1-(Diphenylmethyl)azetidin-3-yl methanesulfonateHCID 2758716—
CatalystPalladium hydrateHCID 23219155—
SolventEthanolHCID 702—
SolventChloroform ethylacetateHCID 21584013—
ProductHCID 86736791HCID 86736791—

Reaction Steps

Hydrogenate a mixture of 1.0 mole 1-benzhydryl-3-methanesulfonyloxyazetidine, 1.0 mole methanesulfonic acid and 20% palladium hydroxide-on-carbon in ethyl alcohol at ca. 60 psi until the reaction is complete as shown by absence of the Compound IV using thin layer chromatography. (Silica gel GF plates are developed in chloroform:ethyl acetate (9:1) and visualized using iodine). Add additional 20% palladium hydroxide-on-carbon and acetone and continue the hydrogenation at ca. 60 psi for 5 days. Remove the catalyst by filtration and wash with ethanol. Remove the ethanol from the combined filtrates and washes by distillation at about 40° C. under reduced pressure and wash the residue with diethyl ether and air-dry to afford 1-isopropyl-3-methanesulfonyloxyazetidine methanesulfonate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04183923
Source datasetuspto-grants-1980_01
ORD IDord-9f8fcd7c27e14849919ff35f9c25f5db
Source noteuspto-grants-1980_01