(Z)-2,4-bis(4-(methoxymethoxy)phenyl)but-3-en-1-ol

Base Information

Chemical Name:(Z)-2,4-bis(4-(methoxymethoxy)phenyl)but-3-en-1-ol
CAS No.:1443542-47-9
Molecular Formula:C₂₀H₂₄O₅
Molecular Weight:344.408
Hs Code.:

Synonyms:(Z)-2,4-bis(4-(methoxymethoxy)phenyl)but-3-en-1-ol

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Chemical Property of (Z)-2,4-bis(4-(methoxymethoxy)phenyl)but-3-en-1-ol

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Technology Process of (Z)-2,4-bis(4-(methoxymethoxy)phenyl)but-3-en-1-ol

There total 10 articles about (Z)-2,4-bis(4-(methoxymethoxy)phenyl)but-3-en-1-ol 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: 98.0%

: 1443542-46-8
(Z)-(2,4-bis(4-(methoxymethoxy)phenyl)but-3-enyloxy)(tert-butyl)dimethylsilane

: 1443542-47-9
(Z)-2,4-bis(4-(methoxymethoxy)phenyl)but-3-en-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.5012/bkcs.2013.34.4.1247

Reference yield:

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 1443542-47-9
(Z)-2,4-bis(4-(methoxymethoxy)phenyl)but-3-en-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere; Cooling with ice

2.1: sodium hydride / mineral oil; dimethyl sulfoxide; hexane / 0.5 h / 20 °C / Inert atmosphere; Cooling with ice

2.2: 0.17 h / 20 °C / Inert atmosphere; Cooling with ice

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -50 - 0 °C / Inert atmosphere

3.2: 1 h

3.3: 0.5 h / -20 °C

4.1: 1H-imidazole / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

4.2: 1 h / 20 °C

5.1: hydrogen; 10% Pd-CaCO3; quinoline / ethyl acetate / 2 h

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

With 1H-imidazole; quinoline; n-butyllithium; 10% Pd-CaCO3; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; ethyl acetate; mineral oil; 2.1: |Johnson-Corey-Chaykovsky Reaction / 2.2: |Johnson-Corey-Chaykovsky Reaction;
DOI:10.5012/bkcs.2013.34.4.1247

Reference yield:

: 540-38-5
p-Iodophenol

: 1443542-47-9
(Z)-2,4-bis(4-(methoxymethoxy)phenyl)but-3-en-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine / toluene / 24 h / 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 20 °C / Inert atmosphere; Cooling with ice

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -50 - 0 °C / Inert atmosphere

4.2: 1 h

4.3: 0.5 h / -20 °C

5.1: 1H-imidazole / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

5.2: 1 h / 20 °C

6.1: hydrogen; 10% Pd-CaCO3; quinoline / ethyl acetate / 2 h

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

With 1H-imidazole; quinoline; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; 10% Pd-CaCO3; tetrabutyl ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; toluene; 1.1: |Sonogashira Cross-Coupling;
DOI:10.5012/bkcs.2013.34.4.1247