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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 849342Generated: October 30, 2026

Water → 3-Benzyl-5-(3,4-dichlorophenyl)-5-[3-[4-phenyl-1-azoniabicyclo[2.2.2]oct-1-yl]propyl]tetrahydro-2H-1,3-oxazin-2-one chloride hemihydrate

https://huagongshe.com/reaction/849342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Phenyl-1-azabicyclo(2.2.2)octaneHCID 142810—
Reactant3-Benzyl-5-(3,4-dichlorophenyl)-5-[3-(methanesulfonyloxy)propyl]tetrahydro-2H-1,3-oxazin-2-oneHCID 15886679—
SolventDimethylformamideHCID 6228—
Product3-Benzyl-5-(3,4-dichlorophenyl)-5-[3-[4-phenyl-1-azoniabicyclo[2.2.2]oct-1-yl]propyl]tetrahydro-2H-1,3-oxazin-2-one chloride hemihydrateHCID 131720057121%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 1.2 g of 4-phenyl-1-azabicyclo-[2.2.2]octane and 2 g of the compound obtained in step C of EXAMPLE 8 in 10 ml of DMF is heated at 50° C. for 3 hours. After cooling to RT, the reaction mixture is poured into water and extracted with DCM, the organic phase is washed with water, with saturated NaCl solution, twice with 2 N HCl solution, twice with water and with saturated NaCl solution and dried over MgSO4 and the solvent is evaporated off under vacuum. The residue is taken up with AcOEt and the precipitate formed is wrung to give 1.56 g of the expected product. M.p.=235° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06011154
Source datasetuspto-grants-2000_01
ORD IDord-cf2a27da4e0a408cbc365def9f64e4cb
Source noteuspto-grants-2000_01