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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1066660Generated: November 1, 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/1066660

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 to 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 numberUS06242637B1
Source datasetuspto-grants-2001_06
ORD IDord-5b2fd009a3c44dc0811e210e327a5ae2
Source noteuspto-grants-2001_06