(E/Z)-methyl 3-(4-chlorophenyl)-2-dimethylaminoacrylate

Base Information

• Chemical Name: (E/Z)-methyl 3-(4-chlorophenyl)-2-dimethylaminoacrylate
• CAS No.: 1431505-85-9
• Molecular Formula: C₁₂H₁₄ClNO₂
• Molecular Weight: 239.702
• Mol file: 1431505-85-9.mol

Synonyms:(E/Z)-methyl 3-(4-chlorophenyl)-2-dimethylaminoacrylate

Chemical Property of (E/Z)-methyl 3-(4-chlorophenyl)-2-dimethylaminoacrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E/Z)-methyl 3-(4-chlorophenyl)-2-dimethylaminoacrylate

There total 1 articles about (E/Z)-methyl 3-(4-chlorophenyl)-2-dimethylaminoacrylate 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: 84.0%

N,N-dimethylglycine methyl ester (7148-06-3) + 4-chlorobenzaldehyde (104-88-1) → (E/Z)-methyl 3-(4-chlorophenyl)-2-dimethylaminoacrylate (1431505-85-9)

Guidance literature:

With sodium hydride; In methanol; diethyl ether; at 0 - 20 ℃; for 18h;

DOI:10.1002/ejoc.201201506

Reference yield: 90.0%

(E/Z)-methyl 3-(4-chlorophenyl)-2-dimethylaminoacrylate (1431505-85-9) → methyl 3-(4-chlorophenyl)-2-hydroxyacrylate (80540-56-3)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; for 0.5h;

DOI:10.1002/ejoc.201201506

Reference yield:

(E/Z)-methyl 3-(4-chlorophenyl)-2-dimethylaminoacrylate (1431505-85-9) → (R)-3-(4-chlorophenyl)-2-hydroxypropanoic acid (1141478-91-2)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / water / 0.5 h / 20 °C

2: lithium hydroxide / water

3: hydrogenchloride; Staphylococcus epidermis D-lactate dehydrogenase; Candida boidinii formate dehydrogenase; ethylenediaminetetraacetic acid; 2-hydroxyethanethiol; ammonium formate; NAD / water / 20 °C / pH 7 / Enzymatic reaction

With hydrogenchloride; Candida boidinii formate dehydrogenase; ethylenediaminetetraacetic acid; Staphylococcus epidermis D-lactate dehydrogenase; NAD; ammonium formate; 2-hydroxyethanethiol; lithium hydroxide; In water;

DOI:10.1002/ejoc.201201506

upstream raw materials:

N,N-dimethylglycine methyl ester

4-chlorobenzaldehyde

Downstream raw materials:

(Z)-methyl 3-(4-chlorophenyl)-2-pivaloyloxyacrylate

3-(p-Chlorophenyl)-2-hydroxypropanoic acid

(R)-methyl 3-(4-chlorophenyl)-2-pivaloyloxypropanoate

(R)-3-(4-chlorophenyl)-2-hydroxypropanoic acid