(E)-3-chloro-2,3-bis(4-Methoxyphenyl)acrylaldehyde

Base Information

• Chemical Name: (E)-3-chloro-2,3-bis(4-Methoxyphenyl)acrylaldehyde
• CAS No.: 181308-92-9
• Molecular Formula: C17H15ClO3
• Molecular Weight: 302.7522
• Mol file: 181308-92-9.mol

Synonyms:(E)-3-chloro-2,3-bis(4-Methoxyphenyl)acrylaldehyde

Chemical Property of (E)-3-chloro-2,3-bis(4-Methoxyphenyl)acrylaldehyde

Chemical Property:

• Boiling Point: 468.1±45.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.198±0.06 g/cm3(Predicted)
• LogP: 4.00980

Purity/Quality:

98% ^*data from raw suppliers

(E)-3-Chloro-2,3-bis(4-methoxyphenyl)acrylaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-3-chloro-2,3-bis(4-Methoxyphenyl)acrylaldehyde

There total 6 articles about (E)-3-chloro-2,3-bis(4-Methoxyphenyl)acrylaldehyde 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: 92.0%

1,4-di(4-methoxyphenyl)ethanone (120-44-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (E)-β-chloro-α,β-bis(4-methoxyphenyl)acrolein (181308-92-9)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 0.166667h;

1,4-di(4-methoxyphenyl)ethanone; In N,N-dimethyl-formamide; at 80 ℃; for 15h;

DOI:10.1039/a900286c

Reference yield:

(4-Methoxyphenyl)<1-(4-methoxyphenyl)-2-dimethylaminovinyl)>keton (66521-59-3) → (Z)-3-chloro-2,3-bis(4-methoxyphenyl)propenal (19881-70-0) + (E)-β-chloro-α,β-bis(4-methoxyphenyl)acrolein (181308-92-9)

Guidance literature:

(4-Methoxyphenyl)<1-(4-methoxyphenyl)-2-dimethylaminovinyl)>keton; With trichlorophosphate; In dichloromethane; for 5h; Heating;

With water; In tetrahydrofuran; at 25 ℃; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(99)00926-6

Reference yield:

1,4-di(4-methoxyphenyl)ethanone (120-44-5) → (E)-β-chloro-α,β-bis(4-methoxyphenyl)acrolein (181308-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 91 percent / dimethylformamide / 18 h / Heating

2.1: POCl₃ / CH₂Cl₂ / 5 h / Heating

2.2: H₂O / tetrahydrofuran / 25 °C

With trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide; 1.1: Condensation / 2.1: Substitution / 2.2: Hydrolysis;

DOI:10.1016/S0040-4020(99)00926-6

upstream raw materials:

(E)-3-(dimethylamino)-1,2-bis(4-methoxyphenyl)prop-2-en-1-one

(4-Methoxyphenyl)<1-(4-methoxyphenyl)-2-dimethylaminovinyl)>keton

1,4-di(4-methoxyphenyl)ethanone

N,N-dimethyl-formamide

Refernces

• 1、 Gupton, John T.,Krumpe, Keith E.,Burnham, Bruce S.,Webb, Tammy M.,Shuford, Jordan S.,Sikorski, James A.. "The application of vinylogous iminium salt derivatives to a regiocontrolled and efficient relay synthesis of Lukianol A and related marine natural products". . p. 14515 - 14522. Retrieved 2007/10/03.
• 2、 Burnham,Gupton,Krumpe,Webb,Shuford,Bowers,Warren,Barnes,Hall. "Cytotoxicity of substituted alkyl-3,4-bis(4-methoxyphenyl)pyrrole-2- carboxylates in L1210 lymphoid leukemia cells". . p. 337 - 341. Retrieved 2007/10/03.