3-benzoyloxy-7-chloro-5,8-dimethoxy-1-(methoxymethoxy)-2-(3-p-methoxyphenyl-2-propynoyl)naphthalene

Base Information

Chemical Name:3-benzoyloxy-7-chloro-5,8-dimethoxy-1-(methoxymethoxy)-2-(3-p-methoxyphenyl-2-propynoyl)naphthalene
CAS No.:337975-30-1
Molecular Formula:C₃₂H₂₇ClO₈
Molecular Weight:575.015
Hs Code.:

Synonyms:3-benzoyloxy-7-chloro-5,8-dimethoxy-1-(methoxymethoxy)-2-(3-p-methoxyphenyl-2-propynoyl)naphthalene

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Chemical Property of 3-benzoyloxy-7-chloro-5,8-dimethoxy-1-(methoxymethoxy)-2-(3-p-methoxyphenyl-2-propynoyl)naphthalene

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Technology Process of 3-benzoyloxy-7-chloro-5,8-dimethoxy-1-(methoxymethoxy)-2-(3-p-methoxyphenyl-2-propynoyl)naphthalene

There total 8 articles about 3-benzoyloxy-7-chloro-5,8-dimethoxy-1-(methoxymethoxy)-2-(3-p-methoxyphenyl-2-propynoyl)naphthalene 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%

: 98-88-4
benzoyl chloride

: 337975-23-2
7-chloro-3-hydroxymethyl-5,8-dimethoxy-1-(methoxymethoxy)-2-(3-p-methoxyphenyl-2-propynoyl)naphthalene

: 337975-30-1
3-benzoyloxy-7-chloro-5,8-dimethoxy-1-(methoxymethoxy)-2-(3-p-methoxyphenyl-2-propynoyl)naphthalene

Guidance literature:: With pyridine; at 0 ℃; for 3h;
DOI:10.1039/b007859j

Reference yield:

: (4-methoxy-phenyl)-propynoic acid 3-bromo-6-iodo-5,8-dimethoxy-4-methoxymethoxy-naphthalen-2-ylmethyl ester

: 337975-30-1
3-benzoyloxy-7-chloro-5,8-dimethoxy-1-(methoxymethoxy)-2-(3-p-methoxyphenyl-2-propynoyl)naphthalene

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / n-BuLi / tetrahydrofuran / -78 °C

2: pyridine

With pyridine; n-butyllithium; In tetrahydrofuran; 1: transferacylation / 2: Esterification;
DOI:10.1016/S0040-4039(00)00037-X

Reference yield:

: 152039-15-1
6-Chloro-4-hydroxy-5,8-dimethoxy-2-(hydroxymethyl)naphthalene

: 337975-30-1
3-benzoyloxy-7-chloro-5,8-dimethoxy-1-(methoxymethoxy)-2-(3-p-methoxyphenyl-2-propynoyl)naphthalene

Guidance literature:: Multi-step reaction with 7 steps

1.1: 90 percent / con. HClO₄ / CH₂Cl₂ / 2 h / 20 °C

2.1: 77 percent / I₂; N-methylmorpholine / CH₂Cl₂ / 3 h / 20 °C

3.1: NaH / dimethylformamide

3.2: 88 percent / dimethylformamide / 6 h

4.1: 92 percent / aq. NaOH / tetrahydrofuran; methanol / 1 h / 20 °C

5.1: 86 percent / N,N-bis(2-oxooxazolidin-3-yl)phosphorodiamidic chloride; Et₃N / CH₂Cl₂ / 20 h / 20 °C

6.1: 95 percent / n-BuLi / tetrahydrofuran / 1 h / -78 °C

7.1: 88 percent / pyridine / 3 h / 0 °C

With 4-methyl-morpholine; pyridine; sodium hydroxide; n-butyllithium; perchloric acid; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; iodine; sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b007859j