3-(benzyloxy)-5-ethynylpyridine

Base Information

Chemical Name:3-(benzyloxy)-5-ethynylpyridine
CAS No.:1404372-70-8
Molecular Formula:C₁₄H₁₁NO
Molecular Weight:209.247
Hs Code.:

Synonyms:3-(benzyloxy)-5-ethynylpyridine

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Chemical Property of 3-(benzyloxy)-5-ethynylpyridine

Chemical Property:

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Technology Process of 3-(benzyloxy)-5-ethynylpyridine

There total 4 articles about 3-(benzyloxy)-5-ethynylpyridine 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: 72.0%

: 1421863-09-3
C₁₇H₁₉NOSi

: 1404372-70-8
3-(benzyloxy)-5-ethynylpyridine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere; Cooling with ice;
DOI:10.1021/jm301177j

Reference yield:

: 130722-95-1
3-(benzyloxy)-5-bromopyridine

: 1404372-70-8
3-(benzyloxy)-5-ethynylpyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine; triphenylphosphine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 0.5 h / 20 °C / Inert atmosphere

1.2: Sonogashira Cross-Coupling / 24 h / 60 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere; Cooling with ice

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; 1.1: |Sonogashira Cross-Coupling;
DOI:10.1021/jm301177j

Reference yield:

: 100-51-6,185532-71-2
benzyl alcohol

: 1404372-70-8
3-(benzyloxy)-5-ethynylpyridine

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide / Inert atmosphere

2: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine / 60 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 2: |Sonogashira Cross-Coupling;
DOI:10.1016/j.ejmech.2016.09.016