1-(3,4-DiMethoxyphenyl)-2-butanone

Base Information

• Chemical Name: 1-(3,4-DiMethoxyphenyl)-2-butanone
• CAS No.: 884-06-0
• Molecular Formula: C12H16O3
• Molecular Weight: 208.257
• Hs Code.: 2914509090
• Mol file: 884-06-0.mol

Synonyms:NSC 78466;Veratrylpropan-1-one;1-(3,4-Dimethoxyphenyl)butan-2-one;CID254291;AC1L5PXI;ZINC01718850;

Chemical Property of 1-(3,4-DiMethoxyphenyl)-2-butanone

Chemical Property:

• Vapor Pressure: 0.00127mmHg at 25°C
• Refractive Index: 1.495
• Boiling Point: 298.4 °C at 760 mmHg
• Flash Point: 125.1 °C
• PSA: 35.53000
• Density: 1.039 g/cm³
• LogP: 2.22540
• Storage Temp.: 2-8°C
• Solubility.: Acetone, Chloroform, Dichloromethane, Methanol

Purity/Quality:

99% ^*data from raw suppliers

1-(3,4-Dimethoxyphenyl)-2-butanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-(3,4-Dimethoxyphenyl)-2-butanone (cas# 884-06-0) is a compound useful in organic synthesis.

Technology Process of 1-(3,4-DiMethoxyphenyl)-2-butanone

There total 8 articles about 1-(3,4-DiMethoxyphenyl)-2-butanone 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: 94.0%

ethylmagnesium bromide (925-90-6) + 3,4-dimethoxyphenylacetic acid N,O-dimethylhydroxyamide (155955-78-5) → 1-(3',4'-dimethoxyphenyl)-2-butanone (884-06-0)

Guidance literature:

In tetrahydrofuran; 2-methyltetrahydrofuran; at 0 - 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00754

Reference yield: 34.0%

4-(3,4-dimethoxy-phenyl)-3-oxo-butyric acid → (S)-4-(3,4-Dimethoxy-phenyl)-3-hydroxy-butyric acid + 3,4-dimethoxyphenylacetone (776-99-8) + 1-(3',4'-dimethoxyphenyl)-2-butanone (884-06-0)

Guidance literature:

With pIJ₅₆₆₀ recombinant strain; R₄ medium; Streptomyces coelicolor CH₉₉₉; thiostrepton; In methanol; N,N-dimethyl-formamide; glycerol; at 30 ℃; for 96h;

DOI:10.1002/anie.200462076

Reference yield:

methyl 4-(3,4-dimethoxyphenyl)-3-oxobutanoate (100613-28-3) → 1-(3',4'-dimethoxyphenyl)-2-butanone (884-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrolysis

2: 6 percent / R₄ medium; thiostrepton; Streptomyces coelicolor CH₉₉₉/pIJ₅₆₆₀ recombinant strain / methanol; dimethylformamide; glycerol / 96 h / 30 °C

With pIJ₅₆₆₀ recombinant strain; R₄ medium; Streptomyces coelicolor CH₉₉₉; thiostrepton; In methanol; N,N-dimethyl-formamide; glycerol;

DOI:10.1002/anie.200462076

upstream raw materials:

t-butyl 2-ethyl-2,3-epoxy-3-(3',4'-dimethoxyphenyl)-propanoate

ethylmagnesium bromide

3,4-dimethoxyphenylacetic acid N,O-dimethylhydroxyamide

methyl 4-(3,4-dimethoxyphenyl)-3-oxobutanoate

Downstream raw materials:

4-(3',4'-dimethoxyphenyl)-3-hexnone

2-[1-(3,4-dimethoxy-benzyl)-propylamino]-1-phenyl-ethanol

4-ethyl-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine

3-(p-methoxyphenyl)-4-(3',4'-dimethoxyphenyl)-3-hexene

Refernces

• 1、 Booker-Milburn, Kevin I.,Gillan, Rebecca,Kimberley, Meriel,Taguchi, Takaaki,Ichinose, Koji,Richard Stephenson,Ebizuka, Yutaka,Hopwood, David A.. "Enantioselective reduction of β-keto acids with engineered streptomyces coelicolor". . p. 1121 - 1125. Retrieved 2007/10/03.
• 2、 Hill, Kenneth A.,Peterson, Dorothy M.,Damodaran, Kalyani M.,Rao, P. Narasimha. "SYNTHESIS OF METABOLIC INTERMEDIATES OF DIETHYLSTILBESTROL". . p. 327 - 344. Retrieved 2007/10/02.