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

Base Information

Chemical Name:ethyl (E)-1-(2-{2-[4-fluoro-2-(4-fluorobenzyl)phenyl]vinyloxy}ethyl)nipecotate
CAS No.:1435627-07-8
Molecular Formula:C₂₅H₂₉F₂NO₃
Molecular Weight:429.507
Hs Code.:

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

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

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

There total 7 articles about ethyl (E)-1-(2-{2-[4-fluoro-2-(4-fluorobenzyl)phenyl]vinyloxy}ethyl)nipecotate 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: 8.0%

: 1435626-64-4
4-fluoro-2-(4-fluorobenzyl)phenyl triflate

: 1435626-00-8
ethyl 1-(2-(vinyloxy)ethyl)nipecotate

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

: 1435628-38-8
ethyl (Z)-1-(2-{2-[4-fluoro-2-(4-fluorobenzyl)phenyl]vinyloxy}ethyl)nipecotate

Guidance literature:: With palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 80 ℃; for 20h; Overall yield = 19 %; Overall yield = 250 mg;
DOI:10.1016/j.bmc.2013.02.056

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 371-41-5
4-Fluorophenol

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

Guidance literature:: Multi-step reaction with 5 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

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