1,5-dimethyl (2E,4E)-4-[(4-chlorophenyl)methylidene]pent-2-enedioate

Base Information

• Chemical Name: 1,5-dimethyl (2E,4E)-4-[(4-chlorophenyl)methylidene]pent-2-enedioate
• CAS No.: 1440529-79-2
• Molecular Formula: C₁₄H₁₃ClO₄
• Molecular Weight: 280.708
• Mol file: 1440529-79-2.mol

Synonyms:1,5-dimethyl (2E,4E)-4-[(4-chlorophenyl)methylidene]pent-2-enedioate

Chemical Property of 1,5-dimethyl (2E,4E)-4-[(4-chlorophenyl)methylidene]pent-2-enedioate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 1,5-dimethyl (2E,4E)-4-[(4-chlorophenyl)methylidene]pent-2-enedioate

There total 1 articles about 1,5-dimethyl (2E,4E)-4-[(4-chlorophenyl)methylidene]pent-2-enedioate 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:

dimethyl glutaconate (5164-76-1) + 4-chlorobenzaldehyde (104-88-1) → 1,5-dimethyl (2E,4E)-4-[(4-chlorophenyl)methylidene]pent-2-enedioate (1440529-79-2) + 1,5-dimethyl (2E,4Z)-4-[(4-chlorophenyl)methylidene]pent-2-enedioate (1440529-87-2)

Guidance literature:

With piperidine; acetic acid; In toluene; for 16h; Inert atmosphere; Molecular sieve; Reflux;

DOI:10.1021/ol401042b

Reference yield: 77.0%

1,5-dimethyl (2E,4E)-4-[(4-chlorophenyl)methylidene]pent-2-enedioate (1440529-79-2) + isovaleraldehyde (590-86-3) → 1,3-dimethyl (5S,6S)-6-(4-chlorophenyl)-5-(propan-2-yl)cyclohexa-1,3-diene-1,3-dicarboxylate (1440529-52-1)

Guidance literature:

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; In chloroform; at 20 ℃; for 48h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol401042b

upstream raw materials:

dimethyl glutaconate

4-chlorobenzaldehyde

Downstream raw materials:

1,3-dimethyl (5S,6S)-6-(4-chlorophenyl)-5-(propan-2-yl)cyclohexa-1,3-diene-1,3-dicarboxylate