(benzyl)(4-methoxybenzyl)[6-(2-methoxyvinyl)benzo[1,3]dioxol-5-ylmethyl]amine

Base Information

Chemical Name:(benzyl)(4-methoxybenzyl)[6-(2-methoxyvinyl)benzo[1,3]dioxol-5-ylmethyl]amine
CAS No.:872832-12-7
Molecular Formula:C₂₆H₂₇NO₄
Molecular Weight:417.505
Hs Code.:

Synonyms:(benzyl)(4-methoxybenzyl)[6-(2-methoxyvinyl)benzo[1,3]dioxol-5-ylmethyl]amine

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Chemical Property of (benzyl)(4-methoxybenzyl)[6-(2-methoxyvinyl)benzo[1,3]dioxol-5-ylmethyl]amine

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Technology Process of (benzyl)(4-methoxybenzyl)[6-(2-methoxyvinyl)benzo[1,3]dioxol-5-ylmethyl]amine

There total 6 articles about (benzyl)(4-methoxybenzyl)[6-(2-methoxyvinyl)benzo[1,3]dioxol-5-ylmethyl]amine 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: 84.0%

: 872831-67-9
6-{[(benzyl)(4-methoxybenzyl)amino]methyl}-benzo[1,3]dioxol-5-carboxaldehyde

: 4009-98-7
(methoxymethyl)triphenylphosphonium chloride

: 872832-12-7
(benzyl)(4-methoxybenzyl)[6-(2-methoxyvinyl)benzo[1,3]dioxol-5-ylmethyl]amine

Guidance literature:: (methoxymethyl)triphenylphosphonium chloride; With tert.-butyl lithium; In diethyl ether; hexane; at 0 - 20 ℃;

6-{[(benzyl)(4-methoxybenzyl)amino]methyl}-benzo[1,3]dioxol-5-carboxaldehyde; In diethyl ether; hexane; at 0 ℃; for 0.5h;
DOI:10.1021/jo0518093

Reference yield:

: (6-Bromo-benzo[1,3]dioxol-5-ylmethyl)-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amine

: 872832-12-7
(benzyl)(4-methoxybenzyl)[6-(2-methoxyvinyl)benzo[1,3]dioxol-5-ylmethyl]amine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 11.84 g / NaBH₄ / methanol / 0.5 h

2.1: 97 percent / Na₂CO₃ / CH₂Cl₂; H₂O / 3 h / Heating

3.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 86 percent / tetrahydrofuran; hexane / 12 h / 0 °C

4.1: t-BuLi / diethyl ether; hexane / 0 - 20 °C

4.2: 84 percent / diethyl ether; hexane / 0.5 h / 0 °C

With sodium tetrahydroborate; n-butyllithium; tert.-butyl lithium; sodium carbonate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; 4.2: Wittig reaction;
DOI:10.1021/jo0518093

Reference yield:

: 872832-11-6
(6-bromobenzo[1,3]dioxol-5-ylmethyl)(4-methoxybenzyl)amine

: 872832-12-7
(benzyl)(4-methoxybenzyl)[6-(2-methoxyvinyl)benzo[1,3]dioxol-5-ylmethyl]amine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / Na₂CO₃ / CH₂Cl₂; H₂O / 3 h / Heating

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 86 percent / tetrahydrofuran; hexane / 12 h / 0 °C

3.1: t-BuLi / diethyl ether; hexane / 0 - 20 °C

3.2: 84 percent / diethyl ether; hexane / 0.5 h / 0 °C

With n-butyllithium; tert.-butyl lithium; sodium carbonate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; 3.2: Wittig reaction;
DOI:10.1021/jo0518093