2-(4-Chlorophenyl)-5,6-dimethyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione

Base Information

• Chemical Name: 2-(4-Chlorophenyl)-5,6-dimethyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione
• CAS No.: 339090-36-7
• Molecular Formula: C₁₆H₁₆ClNO₂
• Molecular Weight: 289.762

Synonyms:2-(4-Chlorophenyl)-5,6-dimethyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione

Chemical Property of 2-(4-Chlorophenyl)-5,6-dimethyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione

Chemical Property:

Purity/Quality:

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Technology Process of 2-(4-Chlorophenyl)-5,6-dimethyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione

There total 2 articles about 2-(4-Chlorophenyl)-5,6-dimethyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione 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: 96.0%

N-(4-chlorophenyl)maleimide (1631-29-4) + 2,3-dimethyl-buta-1,3-diene (513-81-5) → 2-(4-Chlorophenyl)-5,6-dimethyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione (339090-36-7)

Guidance literature:

In toluene; at 70 ℃; for 2h;

DOI:10.1039/b004098n

Reference yield:

N-4-chlorophenyl-maleamic acid (7242-16-2) → 2-(4-Chlorophenyl)-5,6-dimethyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione (339090-36-7)

Guidance literature:

Multi-step reaction with 2 steps

1: HMDS; ZnBr₂ / benzene / 3 h / Heating

2: 96 percent / toluene / 2 h / 70 °C

With 1,1,1,3,3,3-hexamethyl-disilazane; zinc dibromide; In toluene; benzene; 2: Diels-Alder reaction;

DOI:10.1039/b004098n

Reference yield: 57.0%

2-(4-Chlorophenyl)-5,6-dimethyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione (339090-36-7) → 9-(4-Chlorophenyl)-3,5-dimethyl-4-oxa-9-azatricyclo[5.3.0.03,5]decane-8,10-dione + 9-(4-Chlorophenyl)-3,5-dimethyl-4-oxa-9-azatricyclo[5.3.0.03,5]decane-8,10-dione

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 20 ℃; for 3h;

DOI:10.1039/b004098n

upstream raw materials:

N-(4-chlorophenyl)maleimide

2,3-dimethyl-buta-1,3-diene

N-4-chlorophenyl-maleamic acid

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