1-(2-{(E)-2-[4-fluoro-2-(4-fluorobenzyl)phenyl]vinyloxy}ethyl)nipecotic acid

Base Information

Chemical Name:1-(2-{(E)-2-[4-fluoro-2-(4-fluorobenzyl)phenyl]vinyloxy}ethyl)nipecotic acid
CAS No.:1435627-76-1
Molecular Formula:C₂₃H₂₅F₂NO₃
Molecular Weight:401.453
Hs Code.:

Synonyms:1-(2-{(E)-2-[4-fluoro-2-(4-fluorobenzyl)phenyl]vinyloxy}ethyl)nipecotic acid

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Chemical Property of 1-(2-{(E)-2-[4-fluoro-2-(4-fluorobenzyl)phenyl]vinyloxy}ethyl)nipecotic acid

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Technology Process of 1-(2-{(E)-2-[4-fluoro-2-(4-fluorobenzyl)phenyl]vinyloxy}ethyl)nipecotic acid

There total 8 articles about 1-(2-{(E)-2-[4-fluoro-2-(4-fluorobenzyl)phenyl]vinyloxy}ethyl)nipecotic acid 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: 99.0%

: 1435627-07-8
ethyl (E)-1-(2-{2-[4-fluoro-2-(4-fluorobenzyl)phenyl]vinyloxy}ethyl)nipecotate

: 1435627-76-1
1-(2-{(E)-2-[4-fluoro-2-(4-fluorobenzyl)phenyl]vinyloxy}ethyl)nipecotic acid

Guidance literature:: With sodium hydroxide; In ethanol; at 0 ℃; for 3.5h;
DOI:10.1016/j.bmc.2013.02.056

Reference yield:

: 2559-64-0
(5-fluoro-2-hydroxyphenyl)(4-fluorophenyl)methanone

: 1435627-76-1
1-(2-{(E)-2-[4-fluoro-2-(4-fluorobenzyl)phenyl]vinyloxy}ethyl)nipecotic acid

Guidance literature:: Multi-step reaction with 4 steps

1: sodium tetrahydroborate; trifluoroacetic acid / dichloromethane / 0 - 20 °C

2: 2,4,6-trimethyl-pyridine / dichloromethane / 15 h / 0 - 20 °C

3: palladium diacetate; triphenylphosphine; triethylamine / N,N-dimethyl-formamide / 20 h / 80 °C

4: sodium hydroxide / ethanol / 3.5 h / 0 °C

With 2,4,6-trimethyl-pyridine; sodium tetrahydroborate; palladium diacetate; triethylamine; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide; 3: |Heck Reaction;
DOI:10.1016/j.bmc.2013.02.056

Reference yield:

: 371-41-5
4-Fluorophenol

: 1435627-76-1
1-(2-{(E)-2-[4-fluoro-2-(4-fluorobenzyl)phenyl]vinyloxy}ethyl)nipecotic acid

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / dichloromethane / 1 h / Reflux

2: aluminum (III) chloride / 200 °C

3: sodium tetrahydroborate; trifluoroacetic acid / dichloromethane / 0 - 20 °C

4: 2,4,6-trimethyl-pyridine / dichloromethane / 15 h / 0 - 20 °C

5: palladium diacetate; triphenylphosphine; triethylamine / N,N-dimethyl-formamide / 20 h / 80 °C

6: sodium hydroxide / ethanol / 3.5 h / 0 °C

With 2,4,6-trimethyl-pyridine; aluminum (III) chloride; sodium tetrahydroborate; palladium diacetate; triethylamine; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide; 2: |Fries Phenol Ester Rearrangement / 5: |Heck Reaction;
DOI:10.1016/j.bmc.2013.02.056