diethyl 1-(2-methoxyphenyl)-4-hydroxy-6,7-dimethoxynaphthalene-2,3-dicarboxylate

Base Information

Chemical Name:diethyl 1-(2-methoxyphenyl)-4-hydroxy-6,7-dimethoxynaphthalene-2,3-dicarboxylate
CAS No.:1402833-99-1
Molecular Formula:C₂₅H₂₆O₈
Molecular Weight:454.477
Hs Code.:

Synonyms:diethyl 1-(2-methoxyphenyl)-4-hydroxy-6,7-dimethoxynaphthalene-2,3-dicarboxylate

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Chemical Property of diethyl 1-(2-methoxyphenyl)-4-hydroxy-6,7-dimethoxynaphthalene-2,3-dicarboxylate

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Technology Process of diethyl 1-(2-methoxyphenyl)-4-hydroxy-6,7-dimethoxynaphthalene-2,3-dicarboxylate

There total 2 articles about diethyl 1-(2-methoxyphenyl)-4-hydroxy-6,7-dimethoxynaphthalene-2,3-dicarboxylate 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: 74.0%

: 1402833-91-3
C₁₉H₂₂O₆

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: 1402833-99-1
diethyl 1-(2-methoxyphenyl)-4-hydroxy-6,7-dimethoxynaphthalene-2,3-dicarboxylate

Guidance literature:: With acetic acid; In dichloromethane; at 140 ℃; for 1h;
DOI:10.1007/s00044-012-0245-1

Reference yield:

: 5392-10-9
2-bromo-4,5-dimethoxybenzaldehyde

: 1402833-99-1
diethyl 1-(2-methoxyphenyl)-4-hydroxy-6,7-dimethoxynaphthalene-2,3-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / water; benzene / Reflux; Dean-Stark

2.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

2.3: 20 °C / Inert atmosphere

3.1: acetic acid / dichloromethane / 1 h / 140 °C

With n-butyllithium; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; water; benzene; 3.1: |Diels-Alder Cycloaddition;
DOI:10.1007/s00044-012-0245-1

Reference yield: 69.0%

: 1402833-99-1
diethyl 1-(2-methoxyphenyl)-4-hydroxy-6,7-dimethoxynaphthalene-2,3-dicarboxylate

: 1402834-06-3
1-(2-methoxyphenyl)-4-hydroxy-3-(hydroxymethyl)-6,7-dimethoxynaphthalene-2-carboxylic acid lactone

Guidance literature:: diethyl 1-(2-methoxyphenyl)-4-hydroxy-6,7-dimethoxynaphthalene-2,3-dicarboxylate; With sodium tetrahydroborate; In methanol; at 20 ℃; for 6h; Inert atmosphere;

With hydrogenchloride; In methanol; water; for 1h; Inert atmosphere;
DOI:10.1007/s00044-012-0245-1