3,4-Dimethoxychalcone

Base Information

• Chemical Name: 3,4-Dimethoxychalcone
• CAS No.: 53744-28-8
• Molecular Formula: C₁₇H₁₆O₃
• Molecular Weight: 268.312
• Mol file: 53744-28-8.mol

Synonyms:LABOTEST-BB LT00454345;(E)-3-(3,4-DIMETHOXYPHENYL)-1-PHENYLPROP-2-EN-1-ONE;DIMETHOXYCHALCONE,3,4-;3-(3,4-DIMETHOXYPHENYL)-1-PHENYLPROP-2-EN-1-ONE;AKOS 220-38;3,4-DIMETHOXYCHALCONE

Chemical Property of 3,4-Dimethoxychalcone

Chemical Property:

• Vapor Pressure: 2.53E-07mmHg at 25°C
• Melting Point: 88-89°C
• Refractive Index: 1.591
• Boiling Point: 421.8°Cat760mmHg
• Flash Point: 200.7°C
• PSA: 35.53000
• Density: 1.128g/cm³
• LogP: 3.59990

Purity/Quality:

99% ^*data from raw suppliers

(E)-3-(3,4-DIMETHOXYPHENYL)-1-PHENYLPROP-2-EN-1-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,4-Dimethoxychalcone

There total 10 articles about 3,4-Dimethoxychalcone 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: 89.0%

1-(3,4-dimethoxyphenyl)-3-phenylpropargyl alcohol → (E)-3-(2-bromophenyl)-1-(3,4-dimethoxyphenyl)prop-2-en-1-one (4087-66-5,53744-28-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 80 ℃; for 18h; Sealed tube;

DOI:10.1055/s-0040-1707909

Reference yield: 85.0%

(E)-3-phenylacrylic acid (140-10-3) + 3,4-dimethoxyphenylglyoxylic acid (4732-70-1) → (E)-3-(2-bromophenyl)-1-(3,4-dimethoxyphenyl)prop-2-en-1-one (4087-66-5,53744-28-8)

Guidance literature:

With dipotassium peroxodisulfate; sodium formate; iron(II) chloride; In dimethylsulfoxide-d6; water; at 120 ℃; for 15h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.5b00267

Reference yield: 80.0%

trans-2-phenylvinylboronic acid (6783-05-7) + 3,4-dimethoxybenzoic acid chloride (3535-37-3) → (E)-3-(2-bromophenyl)-1-(3,4-dimethoxyphenyl)prop-2-en-1-one (4087-66-5,53744-28-8)

Guidance literature:

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

DOI:10.1016/S0040-4039(03)01140-7

upstream raw materials:

benzaldehyde

1-(3,4-dimethoxyphenyl)ethanone

1,2-dimethoxybenzene

Cinnamoyl chloride

Downstream raw materials:

(E)-1-[4-chloro-6-methoxy-2-(methylsulfanyl)pyrimidin-5-yl]-3-(3,4-dimethoxyphenyl)-1-phenylprop-2-en-1-ol

7-(3,4-dimethoxyphenyl)-4-methoxy-2-methylsulfanyl-5-phenyl-7H-thiopyrano[2,3-d]pyrimidine

1-(3,4-dimethoxyphenyl)-3-phenylpropan-1-one

1-(3,4-dimethoxy-phenyl)-3-morpholin-4-yl-3-phenyl-propan-1-ol

Refernces

• 1、 De, Rimpa,Savarimuthu, Antony,Ballav, Tamal,Singh, Pijush,Nanda, Jayanta,Hasija, Avantika,Chopra, Deepak,Bera, Mrinal K.. "DBU-Catalyzed Rearrangement of Secondary Propargylic Alcohols: An Efficient and Cost-Effective Route to Chalcone Derivatives". supporting information. p. 1587 - 1592. Retrieved 2020/08/28.
• 2、 Jiang, Qing,Jia, Jing,Xu, Bin,Zhao, An,Guo, Can-Cheng. "Iron-facilitated oxidative radical decarboxylative cross-coupling between α-oxocarboxylic acids and acrylic acids: An approach to α,β-unsaturated carbonyls". . p. 3586 - 3596. Retrieved 2015/04/22.