HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 981986Generated: October 29, 2026
Hydrogen Bromide → (1S,4S)-2-Benzyl-2,5-Diazabicyclo[2.2.1]heptane
https://huagongshe.com/reaction/981986
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | (1S,4S)-2-(4-toluenesulfonyl)-5-phenylmethyl-2,5-diazabicyclo[2.2.1]heptane | HCID 14612540 | — |
| Reactant | (1S,4S)-2-Benzyl-2,5-diazabicyclo(2.2.1)heptane--hydrogen bromide (1/2) | HCID 14612542 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | (1S,4S)-2-Benzyl-2,5-Diazabicyclo[2.2.1]heptane | HCID 14612543 | 91.3% |
Reaction Steps
(1S,4S)-N-benzyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide. A mixture of (1S,4S)-2-(4-toluenesulfonyl)-5-phenylmethyl-2,5-diazabicyclo[2.2.1]heptane (54.0 g, 0.16 mole) in AcOH (830 mL) containing HBr (30% wt.) was heated at 70° C. for 1% h. The reaction mixture was allowed to cool and concentrated under reduced pressure to a final volume of ca. 300 mL. The precipitate that formed was filtered and washed with acetone to give (1S,4S)-N-benzyl-2,5-diazabicyclo[2.2.1]heptane (50.30 g, 91.3%, m.p. 272°-275° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04994460 |
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| Source dataset | uspto-grants-1991_02 |
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| ORD ID | ord-0763b6d511c342d8ad1cd2a964f6de2e |
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| Source note | uspto-grants-1991_02 |
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