HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → (1R,2R,5R)-8-Benzyl-1-phenyl-2-triethylsilyloxy-8-azabicyclo[3.2.1]octane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (1R,2R,5R)-1-phenyl-2-triethylsilyloxy-8-azabicyclo[3.2.1]octane | HCID 69685895 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | (1R,2R,5R)-8-Benzyl-1-phenyl-2-triethylsilyloxy-8-azabicyclo[3.2.1]octane | HCID 69889465 | 83% |
Reaction Steps
A mixture of (1R,2R,5R)-1-phenyl-2-triethylsilyloxy-8-azabicyclo[3.2.1]octane (Description 51; 100 mg, 0.315 mmol), benzyl bromide (0.5 ml), potassium carbonate (380 mg) and N,N-dimethylformamide (2 ml) was stirred at room temperature for 30 minutes. The reaction mixture was treated with diethyl ether, washed with water, brine, dried (Na2SO4) and concentrated. The residue was purified by chromatography on silica gel to give the title compound (107 mg, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06727249B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-fbb1e2b53320403a9565f4a8552db4e2 |
| Source note | uspto-grants-2004_04 |