2-[1-Phenyl-meth-(E)-ylidene]-succinic acid 4-tert-butyl ester 1-ethyl ester

Base Information

• Chemical Name: 2-[1-Phenyl-meth-(E)-ylidene]-succinic acid 4-tert-butyl ester 1-ethyl ester
• CAS No.: 1031223-86-5
• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.359
• Mol file: 1031223-86-5.mol

Synonyms:2-[1-Phenyl-meth-(E)-ylidene]-succinic acid 4-tert-butyl ester 1-ethyl ester

Chemical Property of 2-[1-Phenyl-meth-(E)-ylidene]-succinic acid 4-tert-butyl ester 1-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 2-[1-Phenyl-meth-(E)-ylidene]-succinic acid 4-tert-butyl ester 1-ethyl ester

There total 2 articles about 2-[1-Phenyl-meth-(E)-ylidene]-succinic acid 4-tert-butyl ester 1-ethyl ester 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: 81.0%

4-tert-butyl 1-ethyl 2-(diethoxyphosphoryl)succinate (77924-28-8) + benzaldehyde (100-52-7) → 2-[1-Phenyl-meth-(E)-ylidene]-succinic acid 4-tert-butyl ester 1-ethyl ester (1031223-86-5)

Guidance literature:

4-tert-butyl 1-ethyl 2-(diethoxyphosphoryl)succinate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 2.5h;

benzaldehyde; In tetrahydrofuran; at 0 - 20 ℃; for 12h;

DOI:10.1515/HC.2003.9.6.587

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → 2-[1-Phenyl-meth-(E)-ylidene]-succinic acid 4-tert-butyl ester 1-ethyl ester (1031223-86-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, hexane, RT, overnight, 2.) THF, hexane, RT, 24 h

2: 1.) LDA / 1.) THF, cyclohexane, 0 deg C, 20 min, 2.) THF, cyclohexane, RT, 18 h

With sodium hydride; lithium diisopropyl amide;

DOI:10.1080/00397919308018605

Reference yield: 92.0%

2-[1-Phenyl-meth-(E)-ylidene]-succinic acid 4-tert-butyl ester 1-ethyl ester (1031223-86-5) → (E)-4-phenyl-3-carbethoxyethylbut-3-enoic acid (116129-86-3)

Guidance literature:

With water; trifluoroacetic acid; at 20 ℃; for 1.5h;

DOI:10.1515/HC.2003.9.6.587

upstream raw materials:

4-tert-butyl 1-ethyl 2-(diethoxyphosphoryl)succinate

benzaldehyde

bromoacetic acid tert-butyl ester

Downstream raw materials:

(E)-4-phenyl-3-carbethoxyethylbut-3-enoic acid