(2E)-3-[5-(2-CHLOROPHENYL)-2-FURYL]PROP-2-ENOIC ACID

Base Information

• Chemical Name: (2E)-3-[5-(2-CHLOROPHENYL)-2-FURYL]PROP-2-ENOIC ACID
• CAS No.: 58110-39-7
• Molecular Formula: C13H9ClO3
• Molecular Weight: 248.66
• Hs Code.: 2932190090
• Mol file: 58110-39-7.mol

Synonyms:ASISCHEM Z02065;ART-CHEM-BB B025412;3-[5-(2-CHLOROPHENYL)-2-FURYL]ACRYLIC ACID;3-[5-(2-CHLORO-PHENYL)-FURAN-2-YL]-ACRYLIC ACID;AKOS BB-7806;(2E)-3-[5-(2-CHLOROPHENYL)-2-FURYL]PROP-2-ENOIC ACID;RARECHEM AL BK 0772;(E)-3-[5-(2-chlorophenyl)-2-furyl]acrylic acid

Chemical Property of (2E)-3-[5-(2-CHLOROPHENYL)-2-FURYL]PROP-2-ENOIC ACID

Chemical Property:

• Melting Point: 192-194°C
• PSA: 50.44000
• LogP: 3.69780

Purity/Quality:

98%min ^*data from raw suppliers

3-[5-(2-Chlorophenyl)fur-2-yl]acrylicacid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2E)-3-[5-(2-CHLOROPHENYL)-2-FURYL]PROP-2-ENOIC ACID

There total 9 articles about (2E)-3-[5-(2-CHLOROPHENYL)-2-FURYL]PROP-2-ENOIC 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: 43.0%

rac-2-amino-3-[5-(2-chlorophenyl)furan-2yl]propanoic acid → (E)-3-(5-(2-Chlorophenyl)furan-2-yl)acrylic acid (58110-39-7) + C13H12ClNO3

Guidance literature:

With phenylalanine ammonia-lyase; at 30 ℃; for 192h; pH=8.8; optical yield given as %ee; enantioselective reaction; aq. buffer; Inert atmosphere; Enzymatic reaction;

DOI:10.3987/COM-10-S(E)60

Reference yield:

5-phenylfuran-2-carbaldehyde (13803-39-9) → (E)-3-(5-(2-Chlorophenyl)furan-2-yl)acrylic acid (58110-39-7)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 2 h / Reflux

2: water; potassium hydroxide / 4 h / Reflux

With water; potassium hydroxide; In toluene;

DOI:10.3987/COM-10-S(E)60

Reference yield:

C11H8Cl2O (1018662-98-0) → (E)-3-(5-(2-Chlorophenyl)furan-2-yl)acrylic acid (58110-39-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere

1.2: 20 - 60 °C

2.1: water; sodium hydroxide / methanol / 20 h / 20 °C

3.1: toluene / 2 h / Reflux

4.1: hydrogenchloride / 1,4-dioxane / 4 h / Reflux

5.1: phenylalanine ammonia-lyase / 192 h / 30 °C / pH 8.8 / aq. buffer; Inert atmosphere; Enzymatic reaction

With hydrogenchloride; phenylalanine ammonia-lyase; water; sodium hydride; sodium hydroxide; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; toluene; mineral oil;

DOI:10.3987/COM-10-S(E)60

upstream raw materials:

5-phenylfuran-2-carbaldehyde

C₁₁H₈Cl₂O

5-(2-chlorophenyl)furan-2-carbaldehyde

[5-(2-chloro-phenyl)-furan-2-yl]-methanol

Refernces