(E)-3-[3,5-dibromo-4-(3-dimethylaminopropoxy)phenyl]acrylic acid

Base Information

• Chemical Name: (E)-3-[3,5-dibromo-4-(3-dimethylaminopropoxy)phenyl]acrylic acid
• CAS No.: 134276-56-5
• Molecular Formula: C₁₄H₁₇Br₂NO₃
• Molecular Weight: 407.102
• Mol file: 134276-56-5.mol

Synonyms:(E)-3-[3,5-dibromo-4-(3-dimethylaminopropoxy)phenyl]acrylic acid

Chemical Property of (E)-3-[3,5-dibromo-4-(3-dimethylaminopropoxy)phenyl]acrylic acid

Chemical Property:

Purity/Quality:

99%+, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-[3,5-dibromo-4-(3-dimethylaminopropoxy)phenyl]acrylic acid

There total 8 articles about (E)-3-[3,5-dibromo-4-(3-dimethylaminopropoxy)phenyl]acrylic acid 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: 95.0%

(E)-methyl 3-[3,5-dibromo-4-(3-dimethylaminopropoxy)phenyl]acrylate (865722-88-9) → (E)-3-[3,5-dibromo-4-(3-dimethylaminopropoxy)phenyl]acrylic acid (134276-56-5)

Guidance literature:

With potassium hydroxide; water; In methanol; at 20 ℃; for 12h;

DOI:10.1021/ol0513286

Reference yield: 90.0%

ethyl 3,5-dibromo-4-(3'-N,N-dimethylaminopropyloxy)cinnamate (134276-55-4) → (E)-3-[3,5-dibromo-4-(3-dimethylaminopropoxy)phenyl]acrylic acid (134276-56-5)

Guidance literature:

With potassium hydroxide; In ethanol; Ambient temperature;

DOI:10.1016/S0040-4020(01)96095-8

Reference yield:

3-(2,6-dibromo-4-iodophenoxy)-N,N-dimethyl-propylamine (865722-87-8) → (E)-3-[3,5-dibromo-4-(3-dimethylaminopropoxy)phenyl]acrylic acid (134276-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / tetrabutylammonium bromide; KOAc; molecular sieves 4 Angstroem / Pd(OAc)2 / dimethylformamide / 8 h / 20 °C

2: 95 percent / KOH / methanol; H₂O / 12 h / 20 °C

With potassium hydroxide; 4 A molecular sieve; tetrabutylammomium bromide; potassium acetate; palladium diacetate; In methanol; water; N,N-dimethyl-formamide; 1: Heck reaction;

DOI:10.1021/ol061599w

upstream raw materials:

ethyl 3,5-dibromo-4-(3'-N,N-dimethylaminopropyloxy)cinnamate

(E)-methyl 3-[3,5-dibromo-4-(3-dimethylaminopropoxy)phenyl]acrylate

3-(2,6-dibromo-4-iodophenoxy)-N,N-dimethyl-propylamine

p-Iodophenol