HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenethyl bromide → 4-[Hydroxy(diphenyl)methyl]-1-(2-phenylethyl)-1-azoniabicyclo[2.2.2]octane Bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenethyl bromide | HCID 7666 | — |
| Reactant | 1-Azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol | HCID 23992385 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | MeOH ACN DCM | HCID 22226298 | — |
| Product | 4-[Hydroxy(diphenyl)methyl]-1-(2-phenylethyl)-1-azoniabicyclo[2.2.2]octane Bromide | HCID 11691470 | 48.6% |
Reaction Steps
To a solution of 1-azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol (0.0775 g, 0.264 mmol) in CH3CN/DCM/MeOH (2 mL/2 mL/1 mL) was added (2-bromoethyl)benzene (0.38 mL, 2.78 mmol). The solution was allowed to stir at room temperature for 4 days and then concentrated under vacuum to give a white solid. This residue was dissolved in DMSO and purified by preparatory HPLC to give the title compound (0.0612 g, 48.6%). EI-MS m/z 398(M+) Rt (2.06 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07488827B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-15d1a31b91f844acad8af98d6577afff |
| Source note | uspto-grants-2009_02 |