HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bicyclo[2.2.2]octan-1-amine hydrochloride → 4-Aminobicyclo(2.2.2)octane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bicyclo[2.2.2]octan-1-amine hydrochloride | HCID 13182386 | — |
| Reactant | 5,5,6,6-Tetramethyl-2-(4-nitrophenoxy)-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide | HCID 71813681 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Diisopropylethylamine | HCID 81531 | — |
| Product | 4-Aminobicyclo(2.2.2)octane | HCID 550214 | 131.5% |
Reaction Steps
300 mg of 5,5,6,6-tetramethyl-2-(4-nitrophenoxy)-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide and 163 mg of 1-aminobicyclo[2.2.2]octane hydrochloride were dissolved in a mixture of 5 ml of dichloromethane and 0.38 ml of N,N-diisopropylethylamine, and the mixture was stirred at room temperature for 72 hours. Subsequently, the reaction solution was concentrated by rotary evaporation and the residue was purified in a purification laboratory by means of preparative HPLC. After lyophilization of the product-containing fractions, the product (166 mg) was thus obtained with a molecular weight of 314.5 g/mol (C15H26N2O3S); MS (ESI): m/e=315 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08828994B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-d4a98dcfb154461491d3987b0d25636b |
| Source note | uspto-grants-2014_09 |