2-hydroxymethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylic acid

Base Information

• Chemical Name: 2-hydroxymethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylic acid
• CAS No.: 910622-19-4
• Molecular Formula: C₂₁H₂₁NO₇
• Molecular Weight: 399.4

Synonyms:2-hydroxymethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylic acid

Chemical Property of 2-hydroxymethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylic acid

Chemical Property:

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Technology Process of 2-hydroxymethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylic acid

There total 2 articles about 2-hydroxymethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylic acid 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: 75.0%

4-(3,4-dimethoxyphenyl)-2-hydroxymethyl-6,7-dimethoxyquinoline-3-carboxylic acid lactone (161493-22-7) → 2-hydroxymethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylic acid (910622-19-4)

Guidance literature:

With sodium ethanolate; In ethanol; for 1h; Heating;

DOI:10.1016/j.tet.2006.06.110

Reference yield:

2-chloromethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylic acid ethyl ester (153394-50-4) → 2-hydroxymethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylic acid (910622-19-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 81.6 percent / dimethylsulfoxide / 5.5 h / 120 °C

2: 75 percent / sodium ethoxide / ethanol / 1 h / Heating

With sodium ethanolate; In ethanol; dimethyl sulfoxide;

DOI:10.1016/j.tet.2006.06.110

Reference yield: 52.5%

2-hydroxymethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylic acid (910622-19-4) → 3-hydroxy-9-(3,4-dimethoxyphenyl)-6,7-dimethoxyoxolano[3,4-b]quinolin-1-one

Guidance literature:

With manganese(IV) oxide; In N,N-dimethyl-formamide; at 100 ℃; for 1h;

DOI:10.1016/j.tet.2006.06.110

upstream raw materials:

4-(3,4-dimethoxyphenyl)-2-hydroxymethyl-6,7-dimethoxyquinoline-3-carboxylic acid lactone

2-chloromethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylic acid ethyl ester

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