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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15490Generated: October 25, 2026

Diphosgene → 6-(Phenylmethyl)-1,6-diazabicyclo[3,2,1]octan-7-one

https://huagongshe.com/reaction/15490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphosgeneHCID 10426—
ReactantN-benzylpiperidin-3-amineHCID 21942046—
SolventTolueneHCID 1140—
Product6-(Phenylmethyl)-1,6-diazabicyclo[3,2,1]octan-7-oneHCID 2194215330%

Reaction Conditions

Temperature0 °C

Reaction Steps

1.06 g of the product obtained in stage C is dissolved in 28 cm3 of toluene, then cooled down to 0° C. and 337 μl of diphosgene is added under an inert gas. Then the temperature is left to rise and maintained for 2 hours at 20° C. The reaction medium is concentrated under reduced pressure then the residue is chromatographed on silica eluting successively with methylene chloride-acetone 95/5 then 80/20 and finally methylene chloride-methanol, triethylamine 92/8/3 and 362 mg of expected product C13H16N2O (M=216.85 g) is obtained i.e. a yield of 30%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732610B2
Source datasetuspto-grants-2010_06
ORD IDord-61cac2bb00204f36b22c326b6789599c
Source noteuspto-grants-2010_06