HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → (1R,4R)-6-benzyl-3,6-diazabicyclo[2.2.1]heptane dihydrobromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | (1R,4R)-2-(4-toluenesulfonyl)-5-phenylmethyl-2,5-diazabicyclo[2.2.1]heptane | HCID 14612539 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | (1R,4R)-6-benzyl-3,6-diazabicyclo[2.2.1]heptane dihydrobromide | HCID 14612541 | 89% |
Reaction Steps
To a hot solution of 2.85 L of hydrobromic acid 33% in acetic acid* at 70° C. there was added 1428 g (4.17 moles) of (1R, 4R)-2-(4-toluenesulfonyl)-5-phenylmethyl-2,5-diazabicyclo-[2.2.1]-heptane (8). The solution was stirred for 12 h. The resulting suspension was cooled (18°-20° C.). The precipitate was filtered, washed with diisopropylether and dried at 40° C. under reduced pressure to give 1294 g (89%) of the titled compound. M.P. =276° C. [α]D =-0.38° (c=1, H2O).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04954507 |
| Source dataset | uspto-grants-1990_09 |
| ORD ID | ord-cc3d641c58ff497dbf65aeb380c5097b |
| Source note | uspto-grants-1990_09 |