5-[(E)-Cyclohexyliminomethyl]-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxol-4-ol

Base Information

Chemical Name:5-[(E)-Cyclohexyliminomethyl]-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxol-4-ol
CAS No.:791814-42-1
Molecular Formula:C₂₇H₃₃NO₅
Molecular Weight:451.563
Hs Code.:

Synonyms:5-[(E)-Cyclohexyliminomethyl]-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxol-4-ol

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Chemical Property of 5-[(E)-Cyclohexyliminomethyl]-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxol-4-ol

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Technology Process of 5-[(E)-Cyclohexyliminomethyl]-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxol-4-ol

There total 8 articles about 5-[(E)-Cyclohexyliminomethyl]-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxol-4-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:

: Cyclohexyl-[1-(6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxol-5-yl)-meth-(E)-ylidene]-amine

: 791814-42-1
5-[(E)-Cyclohexyliminomethyl]-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxol-4-ol

Guidance literature:: Cyclohexyl-[1-(6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxol-5-yl)-meth-(E)-ylidene]-amine; With n-butyllithium; In tetrahydrofuran; hexane; for 0.25h; cooling;

With Trimethyl borate; In tetrahydrofuran; hexane; for 1.25h; cooling;

With dihydrogen peroxide; acetic acid; In tetrahydrofuran; hexane; at 20 ℃; for 16h;
DOI:10.1021/jo049157q

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 791814-42-1
5-[(E)-Cyclohexyliminomethyl]-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxol-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 72 percent / camphorsulfonic acid monohydrate / CH₂Cl₂ / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

2.2: trimethyl borate / tetrahydrofuran; hexane / 1.25 h / cooling

3.1: 77 percent / Pd(OAc)2; Ph₃P; aq. NaHCO₃ / dioxane / 12 h / Heating

4.1: toluene / 2 h / Heating

5.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / cooling

5.2: trimethylborate / tetrahydrofuran; hexane / 1.25 h / cooling

5.3: 1.70 g / hydrogen peroxide; AcOH / tetrahydrofuran; hexane / 16 h / 20 °C

With palladium diacetate; n-butyllithium; camphor-10-sulfonic acid; sodium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; toluene; 3.1: Suzuki coupling;
DOI:10.1021/jo049157q

Reference yield:

: 120-57-0,30024-74-9
piperonal

: 791814-42-1
5-[(E)-Cyclohexyliminomethyl]-6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxol-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 84 percent / Br₂; FeCl₃; AcOH

2.1: 77 percent / Pd(OAc)2; Ph₃P; aq. NaHCO₃ / dioxane / 12 h / Heating

3.1: toluene / 2 h / Heating

4.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / cooling

4.2: trimethylborate / tetrahydrofuran; hexane / 1.25 h / cooling

4.3: 1.70 g / hydrogen peroxide; AcOH / tetrahydrofuran; hexane / 16 h / 20 °C

With palladium diacetate; n-butyllithium; bromine; iron(III) chloride; sodium hydrogencarbonate; acetic acid; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; hexane; toluene; 2.1: Suzuki coupling;
DOI:10.1021/jo049157q