HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869232Generated: October 25, 2026
Diphosgene → 6-(Phenylmethyl)-1,6-diazabicyclo[3,2,1]octan-7-one
https://huagongshe.com/reaction/1869232
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diphosgene | HCID 10426 | — |
| Reactant | N-benzylpiperidin-3-amine | HCID 21942046 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 6-(Phenylmethyl)-1,6-diazabicyclo[3,2,1]octan-7-one | HCID 21942153 | 30% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07638529B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-1aec289b96834e38b746710cd65ec6ae |
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| Source note | uspto-grants-2009_12 |
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