(E)-4-bromo-1-(methoxymethoxy)-2-(3-methyl-4-(prop-2-ynyloxy)but-2-enyl)benzene

Base Information

Chemical Name:(E)-4-bromo-1-(methoxymethoxy)-2-(3-methyl-4-(prop-2-ynyloxy)but-2-enyl)benzene
CAS No.:1379810-83-9
Molecular Formula:C₁₆H₁₉BrO₃
Molecular Weight:339.229
Hs Code.:

Synonyms:(E)-4-bromo-1-(methoxymethoxy)-2-(3-methyl-4-(prop-2-ynyloxy)but-2-enyl)benzene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-4-bromo-1-(methoxymethoxy)-2-(3-methyl-4-(prop-2-ynyloxy)but-2-enyl)benzene

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Technology Process of (E)-4-bromo-1-(methoxymethoxy)-2-(3-methyl-4-(prop-2-ynyloxy)but-2-enyl)benzene

There total 6 articles about (E)-4-bromo-1-(methoxymethoxy)-2-(3-methyl-4-(prop-2-ynyloxy)but-2-enyl)benzene 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: 73.0%

: 1379810-82-8
(E)-4-(5-bromo-2-(methoxymethoxy)phenyl)-2-methylbut-2-en-1-ol

: 106-96-7
propargyl bromide

: 1379810-83-9
(E)-4-bromo-1-(methoxymethoxy)-2-(3-methyl-4-(prop-2-ynyloxy)but-2-enyl)benzene

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; toluene; mineral oil; at 0 ℃; for 3.5h; Inert atmosphere;
DOI:10.1016/j.bmcl.2014.04.012

Reference yield:

: 1838-94-4
isoprene epoxide

: 1379810-83-9
(E)-4-bromo-1-(methoxymethoxy)-2-(3-methyl-4-(prop-2-ynyloxy)but-2-enyl)benzene

Guidance literature:: Multi-step reaction with 6 steps

1.1: titanium tetrachloride / dichloromethane / 3.5 h / -78 °C / Inert atmosphere

2.1: 1H-imidazole; dmap / 1 h

3.1: sodium hydride / toluene / 0.58 h / Inert atmosphere

3.2: 19.5 h / 35 °C / Inert atmosphere

4.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.75 h

6.1: sodium hydride / mineral oil; toluene; N,N-dimethyl-formamide / 3.5 h / 0 °C / Inert atmosphere

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; titanium tetrachloride; sodium hydride; potassium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1016/j.bmcl.2014.04.012

Reference yield:

: 1379810-81-7
(E)-(4-(5-bromo-2-(methoxymethoxy)phenyl)-2-methylbut-2-enyloxy)(tert-butyl)dimethylsilane

: 1379810-83-9
(E)-4-bromo-1-(methoxymethoxy)-2-(3-methyl-4-(prop-2-ynyloxy)but-2-enyl)benzene

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.75 h

2: sodium hydride / mineral oil; toluene; N,N-dimethyl-formamide / 3.5 h / 0 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1016/j.bmcl.2014.04.012