((E)-1-Benzoyl-2-ethoxy-vinyl)-phosphonic acid diethyl ester

Base Information

• Chemical Name: ((E)-1-Benzoyl-2-ethoxy-vinyl)-phosphonic acid diethyl ester
• CAS No.: 212701-53-6
• Molecular Formula: C₁₅H₂₁O₅P
• Molecular Weight: 312.303
• Mol file: 212701-53-6.mol

Synonyms:((E)-1-Benzoyl-2-ethoxy-vinyl)-phosphonic acid diethyl ester

Chemical Property of ((E)-1-Benzoyl-2-ethoxy-vinyl)-phosphonic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((E)-1-Benzoyl-2-ethoxy-vinyl)-phosphonic acid diethyl ester

There total 3 articles about ((E)-1-Benzoyl-2-ethoxy-vinyl)-phosphonic acid diethyl 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: 87.0%

benzoyl chloride (98-88-4) + ((Z)-2-Ethoxy-1-tributylstannanyl-vinyl)-phosphonic acid diethyl ester → ((E)-1-Benzoyl-2-ethoxy-vinyl)-phosphonic acid diethyl ester (212701-53-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; Heating;

DOI:10.1080/10426509908546338

Reference yield:

diethyl phosphonoacetaldehyde diethyl acetal (7598-61-0) → ((E)-1-Benzoyl-2-ethoxy-vinyl)-phosphonic acid diethyl ester (212701-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / LDA / tetrahydrofuran / 1 h / -78 °C

2: 1.) LDA, Bu₃SnCl, 2.) Pd(PPh₃)4, CuCN / 1.) THF, -78 deg C, 1 h; -78 deg C to room temperature, 5 h, 2.) toluene, reflux, 1.5 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tributyltin chloride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1021/jo980467g

Reference yield:

(E)-Diethyl 2-ethoxyethenylphosphonate (13868-21-8,39171-20-5) + benzoyl chloride (98-88-4) → ((E)-1-Benzoyl-2-ethoxy-vinyl)-phosphonic acid diethyl ester (212701-53-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tributyltin chloride; lithium diisopropyl amide; Multistep reaction; 1.) THF, -78 deg C, 1 h; -78 deg C to room temperature, 5 h, 2.) toluene, reflux, 1.5 h;

DOI:10.1021/jo980467g

upstream raw materials:

(E)-Diethyl 2-ethoxyethenylphosphonate

benzoyl chloride

diethyl phosphonoacetaldehyde diethyl acetal

Downstream raw materials:

(3-Phenyl-1H-pyrazol-4-yl)-phosphonic acid diethyl ester