ethyl (E)-5-(4-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)phenyl)pent-2-enoate

Base Information

Chemical Name:ethyl (E)-5-(4-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)phenyl)pent-2-enoate
CAS No.:1370590-04-7
Molecular Formula:C₁₈H₂₂O₄
Molecular Weight:302.37
Hs Code.:

Synonyms:ethyl (E)-5-(4-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)phenyl)pent-2-enoate

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Chemical Property of ethyl (E)-5-(4-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)phenyl)pent-2-enoate

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Technology Process of ethyl (E)-5-(4-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)phenyl)pent-2-enoate

There total 5 articles about ethyl (E)-5-(4-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)phenyl)pent-2-enoate 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: 49.0%

: 139386-32-6
(carbethoxymethylene)triphenylphosphorane

: 38628-53-4
3-<4-(hydroxymethyl)phenyl>propanol

: 1370590-04-7
ethyl (E)-5-(4-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)phenyl)pent-2-enoate

: C₁₄H₁₈O₃

: ethyl (E)-3-(4-(3-hydroxypropyl)phenyl)acrylate

Guidance literature:: With tetrapropylammonium perruthennate; N,N,N′,N′-tetramethylethylenediamine dioxide; In dichloromethane; at 20 ℃; for 24h; chemoselective reaction;
DOI:10.1039/c5gc01346a

Reference yield:

: 287208-66-6
1-iodo-4-(iodomethyl)benzene

: 105-36-2
ethyl bromoacetate

: 107-18-6
allyl alcohol

: 1370590-04-7
ethyl (E)-5-(4-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)phenyl)pent-2-enoate

: 1370590-19-4
ethyl 5-(4-(3-ethoxy-3-oxoprop-1-en-1-yl)phenyl)pent-2-enoate

: ethyl 5-(4-(3-ethoxy-3-oxoprop-1-en-1-yl)phenyl)pent-2-enoate

: C₁₈H₂₂O₄

Guidance literature:: 1-iodo-4-(iodomethyl)benzene; allyl alcohol; With tetrabutyl-ammonium chloride; palladium diacetate; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 50 ℃; for 6.5h; Schlenk technique; Inert atmosphere;

ethyl bromoacetate; With magnesium oxide; triphenylphosphine; In N,N-dimethyl-formamide; at 50 ℃; for 1.5h; Overall yield = 75 %; Overall yield = 114 mg; Schlenk technique; Inert atmosphere;
DOI:10.3998/ark.5550190.0013.321

Reference yield:

: 1122-91-4
4-bromo-benzaldehyde

: 1370590-04-7
ethyl (E)-5-(4-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)phenyl)pent-2-enoate

: C₁₄H₁₈O₃

: ethyl (E)-3-(4-(3-hydroxypropyl)phenyl)acrylate

Guidance literature:: Multi-step reaction with 3 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 14 h / Reflux

2: sodium tetrahydroborate; palladium 10% on activated carbon / acetic acid; isopropyl alcohol / 3 h / 0 - 20 °C

3: N,N,N′,N′-tetramethylethylenediamine dioxide; tetrapropylammonium perruthennate / dichloromethane / 24 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; tetrapropylammonium perruthennate; N,N,N′,N′-tetramethylethylenediamine dioxide; palladium 10% on activated carbon; triethylamine; In tetrahydrofuran; dichloromethane; acetic acid; isopropyl alcohol;
DOI:10.1039/c5gc01346a