(E)-ethyl 5-(2-bromophenyl)-3-((tetrahydro-2H-pyran-2-yloxy)methyl)pent-4-enoate

Base Information

Chemical Name:(E)-ethyl 5-(2-bromophenyl)-3-((tetrahydro-2H-pyran-2-yloxy)methyl)pent-4-enoate
CAS No.:1616845-69-2
Molecular Formula:C₂₀H₂₇BrO₄
Molecular Weight:411.336
Hs Code.:

Synonyms:(E)-ethyl 5-(2-bromophenyl)-3-((tetrahydro-2H-pyran-2-yloxy)methyl)pent-4-enoate

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Chemical Property of (E)-ethyl 5-(2-bromophenyl)-3-((tetrahydro-2H-pyran-2-yloxy)methyl)pent-4-enoate

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Technology Process of (E)-ethyl 5-(2-bromophenyl)-3-((tetrahydro-2H-pyran-2-yloxy)methyl)pent-4-enoate

There total 4 articles about (E)-ethyl 5-(2-bromophenyl)-3-((tetrahydro-2H-pyran-2-yloxy)methyl)pent-4-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: 88.0%

: 1616845-68-1
(E)-1-(2-bromophenyl)-5-(tetrahydro-2H-pyran-2-yloxy)pent-2-en-1-ol

: 78-39-7
Triethyl orthoacetate

: 1616845-69-2
(E)-ethyl 5-(2-bromophenyl)-3-((tetrahydro-2H-pyran-2-yloxy)methyl)pent-4-enoate

Guidance literature:: With propionic acid; In 5,5-dimethyl-1,3-cyclohexadiene; at 20 - 140 ℃; for 24h; Inert atmosphere;
DOI:10.1039/c4ob00305e

Reference yield:

: 1616845-67-0
1-(2-bromophenyl)-5-(tetrahydro-2H-pyran-2-yloxy)pent-2-yn-1-ol

: 1616845-69-2
(E)-ethyl 5-(2-bromophenyl)-3-((tetrahydro-2H-pyran-2-yloxy)methyl)pent-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

2: propionic acid / 5,5-dimethyl-1,3-cyclohexadiene / 24 h / 20 - 140 °C / Inert atmosphere

With lithium aluminium tetrahydride; propionic acid; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene;
DOI:10.1039/c4ob00305e

Reference yield:

: 40365-61-5
2-(but-3-yn-1-yloxy)tetrahydropyran

: 1616845-69-2
(E)-ethyl 5-(2-bromophenyl)-3-((tetrahydro-2H-pyran-2-yloxy)methyl)pent-4-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: ethyl bromide; magnesium / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

3: propionic acid / 5,5-dimethyl-1,3-cyclohexadiene / 24 h / 20 - 140 °C / Inert atmosphere

With lithium aluminium tetrahydride; ethyl bromide; magnesium; propionic acid; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene;
DOI:10.1039/c4ob00305e