3-[2-(bis(4-fluorophenyl)methoxy)ethylidenyl]-8-(prop-2-ynyl)-8-azabicyclo[3.2.1]octane

Base Information

Chemical Name:3-[2-(bis(4-fluorophenyl)methoxy)ethylidenyl]-8-(prop-2-ynyl)-8-azabicyclo[3.2.1]octane
CAS No.:1352327-88-8
Molecular Formula:C₂₅H₂₅F₂NO
Molecular Weight:393.476
Hs Code.:

Synonyms:3-[2-(bis(4-fluorophenyl)methoxy)ethylidenyl]-8-(prop-2-ynyl)-8-azabicyclo[3.2.1]octane

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Chemical Property of 3-[2-(bis(4-fluorophenyl)methoxy)ethylidenyl]-8-(prop-2-ynyl)-8-azabicyclo[3.2.1]octane

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Technology Process of 3-[2-(bis(4-fluorophenyl)methoxy)ethylidenyl]-8-(prop-2-ynyl)-8-azabicyclo[3.2.1]octane

There total 6 articles about 3-[2-(bis(4-fluorophenyl)methoxy)ethylidenyl]-8-(prop-2-ynyl)-8-azabicyclo[3.2.1]octane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 63.0%

: 106-96-7
propargyl bromide

: 3-{2-[bis-(4-fluoro-phenyl)-methoxy]-ethylidene}-8-aza-bicyclo[3.2.1]octane

: 1352327-88-8
3-[2-(bis(4-fluorophenyl)methoxy)ethylidenyl]-8-(prop-2-ynyl)-8-azabicyclo[3.2.1]octane

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; Inert atmosphere;
DOI:10.1016/j.bmc.2011.10.028

Reference yield:

: 32499-64-2
N-carbethoxytropinone

: 1352327-88-8
3-[2-(bis(4-fluorophenyl)methoxy)ethylidenyl]-8-(prop-2-ynyl)-8-azabicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 0.17 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.83 h / 0 °C / Inert atmosphere

3.1: 2 h / 145 °C / Inert atmosphere

4.1: hydrazine hydrate; potassium hydroxide / ethylene glycol / 3 h / Reflux

5.1: potassium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

With lithium aluminium tetrahydride; potassium carbonate; hydrazine hydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; potassium hydroxide; In tetrahydrofuran; ethylene glycol; N,N-dimethyl-formamide; acetonitrile; 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2011.10.028

Reference yield:

: 548458-83-9
8-ethoxycarbonyl-3-hydroxymethylmethylidenyl-8-azabicyclo[3.2.1]octane

: 1352327-88-8
3-[2-(bis(4-fluorophenyl)methoxy)ethylidenyl]-8-(prop-2-ynyl)-8-azabicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 3 steps

1: 2 h / 145 °C / Inert atmosphere

2: hydrazine hydrate; potassium hydroxide / ethylene glycol / 3 h / Reflux

3: potassium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

With potassium carbonate; hydrazine hydrate; potassium hydroxide; In ethylene glycol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.10.028