HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499658Generated: October 25, 2026
Benzene, ((2-bromoethoxy)methyl)- → 4-[Hydroxy(diphenyl)methyl]-1-{2-[(phenylmethyl)oxy]ethyl}-1-azoniabicyclo[2.2.1]heptane Bromide
https://huagongshe.com/reaction/499658
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene, ((2-bromoethoxy)methyl)- | HCID 73833 | — |
| Reactant | 1-Azabicyclo[2.2.1]hept-4-yl(diphenyl)methanol | HCID 42625856 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-[Hydroxy(diphenyl)methyl]-1-{2-[(phenylmethyl)oxy]ethyl}-1-azoniabicyclo[2.2.1]heptane Bromide | HCID 15951516 | 36% |
Reaction Steps
To a solution of 1-azabicyclo[2.2.1]hept-4-yl(diphenyl)methanol (50 mg, 0.18 mmol) in 2 CH3CN/3 CHCl3 (4 mL) was added 2-bromoethyl phenylmethyl ether (0.04 mL, 0.25 mmol). The solution was heated at 60° C. for 16 h, cooled down to room temperature and the solvents evaporated under vacuum. The residue was taken up in 2.5 mL of DMSO and purified by preparatory HPLC (without TFA) to give the title compound (32 mg, 36%). EI-MS m/z 414 (M+) Rt (1.92 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07767691B2 |
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| Source dataset | uspto-grants-2010_08 |
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| ORD ID | ord-af1d8c1eb0064d1d81bc9aa83f1fffaa |
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| Source note | uspto-grants-2010_08 |
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