dimethyl 2-(3-chlorophenyl)-6-hydroxy-4-(2-hydroxyethylamino)-6-methylcyclohex-3-en-1,3-dicarboxylate

Base Information

• Chemical Name: dimethyl 2-(3-chlorophenyl)-6-hydroxy-4-(2-hydroxyethylamino)-6-methylcyclohex-3-en-1,3-dicarboxylate
• CAS No.: 136814-33-0
• Molecular Formula: C₁₉H₂₄ClNO₆
• Molecular Weight: 397.856

Synonyms:dimethyl 2-(3-chlorophenyl)-6-hydroxy-4-(2-hydroxyethylamino)-6-methylcyclohex-3-en-1,3-dicarboxylate

Chemical Property of dimethyl 2-(3-chlorophenyl)-6-hydroxy-4-(2-hydroxyethylamino)-6-methylcyclohex-3-en-1,3-dicarboxylate

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Technology Process of dimethyl 2-(3-chlorophenyl)-6-hydroxy-4-(2-hydroxyethylamino)-6-methylcyclohex-3-en-1,3-dicarboxylate

There total 4 articles about dimethyl 2-(3-chlorophenyl)-6-hydroxy-4-(2-hydroxyethylamino)-6-methylcyclohex-3-en-1,3-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: 37.0%

methyl N-(2-hydroxyethylamino)crotonate (79011-08-8) + 2-(3-chlorobenzylidene)-3-oxobutyric acid methyl ester (136814-17-0) → dimethyl 2-(3-chlorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexan-1,3-dicarboxylate (136814-35-2,142695-87-2) + dimethyl 4-(3-chlorophenyl)-1-(2-hydroxyethyl)-1,4-dihydropyridin-3,5-dicarboxylate (136814-36-3) + dimethyl 2-(3-chlorophenyl)-6-hydroxy-4-(2-hydroxyethylamino)-6-methylcyclohex-3-en-1,3-dicarboxylate (136814-33-0) + dimethyl 7-(3-chlorophenyl)-5,8a-dimethyl-2,3,7,8-tetrahydro-7H-oxazolo<3,2-a>pyridin-6,8-dicarboxylate (136814-25-0)

Guidance literature:

In methanol; for 24h; Further byproducts given; Heating;

DOI:10.1016/S0040-4020(01)86577-7

Reference yield: 37.0%

methyl N-(2-hydroxyethylamino)crotonate (79011-08-8) + 2-(3-chlorobenzylidene)-3-oxobutyric acid methyl ester (136814-17-0) → dimethyl 2-(3-chlorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexan-1,3-dicarboxylate (136814-35-2,142695-87-2) + dimethyl 2-(3-chlorophenyl)-4-(2-hydroxyethylamino)-6-methylcyclohex-3,5-dien-1,3-dicarboxylate (136814-34-1) + dimethyl 2-(3-chlorophenyl)-6-hydroxy-4-(2-hydroxyethylamino)-6-methylcyclohex-3-en-1,3-dicarboxylate (136814-33-0) + dimethyl 7-(3-chlorophenyl)-5,8a-dimethyl-2,3,7,8-tetrahydro-7H-oxazolo<3,2-a>pyridin-6,8-dicarboxylate (136814-25-0)

Guidance literature:

In methanol; for 24h; Further byproducts given; Heating;

DOI:10.1016/S0040-4020(01)86577-7

Reference yield: 6.2%

methyl N-(2-hydroxyethylamino)crotonate (79011-08-8) + 2-(3-chlorobenzylidene)-3-oxobutyric acid methyl ester (136814-17-0) → dimethyl 2-(3-chlorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexan-1,3-dicarboxylate (136814-35-2,142695-87-2) + dimethyl 4-(3-chlorophenyl)-1-(2-hydroxyethyl)-1,4-dihydropyridin-3,5-dicarboxylate (136814-36-3) + dimethyl 2-(3-chlorophenyl)-4-(2-hydroxyethylamino)-6-methylcyclohex-3,5-dien-1,3-dicarboxylate (136814-34-1) + dimethyl 2-(3-chlorophenyl)-6-hydroxy-4-(2-hydroxyethylamino)-6-methylcyclohex-3-en-1,3-dicarboxylate (136814-33-0) + dimethyl 7-(3-chlorophenyl)-5,8a-dimethyl-2,3,7,8-tetrahydro-7H-oxazolo<3,2-a>pyridin-6,8-dicarboxylate (136814-25-0) + m-Chlorobenzaldehyde (587-04-2)

Guidance literature:

In methanol; for 24h; Mechanism; Heating; other substrates;

DOI:10.1016/S0040-4020(01)86577-7

upstream raw materials:

methyl N-(2-hydroxyethylamino)crotonate

2-(3-chlorobenzylidene)-3-oxobutyric acid methyl ester

acetoacetic acid methyl ester

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