6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

Base Information

Chemical Name:6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde
CAS No.:791814-40-9
Molecular Formula:C₂₁H₂₂O₅
Molecular Weight:354.403
Hs Code.:

Synonyms:6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

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Chemical Property of 6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

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Technology Process of 6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

There total 5 articles about 6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde 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: 77.0%

: 15930-53-7
6-bromo-3,4-methylenedioxybenzaldehyde

: 791814-38-5
2-[2-(tetrahydropyran-2-yloxy)ethoxy]phenylboronic acid

: 791814-40-9
6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

Guidance literature:: With palladium diacetate; sodium hydrogencarbonate; triphenylphosphine; In 1,4-dioxane; for 12h; Heating;
DOI:10.1021/jo049157q

Reference yield:

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

: 791814-40-9
6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

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

: 791814-40-9
6-{2-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-benzo[1,3]dioxole-5-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / Br₂; FeCl₃; AcOH

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

With palladium diacetate; bromine; iron(III) chloride; sodium hydrogencarbonate; acetic acid; triphenylphosphine; In 1,4-dioxane; 2: Suzuki coupling;
DOI:10.1021/jo049157q