4-(3,4-Dimethoxyphenyl)-3-buten-2-one

Base Information

• Chemical Name: 4-(3,4-Dimethoxyphenyl)-3-buten-2-one
• CAS No.: 60234-90-4
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.241
• European Community (EC) Number: 239-095-0
• NSC Number: 217305
• UNII: DBT8CR6TVM
• Nikkaji Number: J241.375B,J3.261.034J
• ChEMBL ID: CHEMBL105450
• Mol file: 60234-90-4.mol

Synonyms:15001-27-1;3,4-DIMETHOXYBENZYLIDENEACETONE;4-(3,4-Dimethoxyphenyl)-3-buten-2-one;3-Buten-2-one, 4-(3,4-dimethoxyphenyl)-;4-(3,4-dimethoxyphenyl)but-3-en-2-one;veratralacetone;(E)-4-(3,4-dimethoxyphenyl)but-3-en-2-one;DBT8CR6TVM;3,4-dimethoxybenzalacetone;60234-90-4;NSC-217305;4-(3,4-Dimethoxyphenyl)-(3E)-buten-2-one;3-Buten-2-one, 4-(3,4-dimethoxyphenyl)-, (E)-;3-Buten-2-one, 4-(3,4-dimethoxyphenyl)-, (3E)-;NSC 96088;NSC-96088;NSC 217305;Diacetyl Acyclovir;(3E)-4-(3,4-dimethoxyphenyl)but-3-en-2-one;UNII-DBT8CR6TVM;CHEMBL105450;SCHEMBL4937158;XUYBNDHXZMIALN-SNAWJCMRSA-N;MFCD00014993;NSC217305;STL235633;AKOS009157875;AS-64323;(E)-4-(3,4-Dimethoxyphenyl)-3-butene-2-one;J-008652

Chemical Property of 4-(3,4-Dimethoxyphenyl)-3-buten-2-one

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C=CC1=CC(=C(C=C1)OC)OC
• Isomeric SMILES: CC(=O)/C=C/C1=CC(=C(C=C1)OC)OC

Technology Process of 4-(3,4-Dimethoxyphenyl)-3-buten-2-one

There total 26 articles about 4-(3,4-Dimethoxyphenyl)-3-buten-2-one 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: 98.0%

3,4-dimethoxy-benzaldehyde (120-14-9) + acetone (67-64-1) → O-methyldehydrozingerone (15001-27-1,60234-90-4)

Guidance literature:

With (3-oxo-2,3-dihydro-benzo[1,4]oxazin-4-yl)-acetic acid sodium salt; sodium hydroxide; at 20 ℃; for 3h;

DOI:10.1016/j.ica.2010.08.045

Reference yield: 97.0%

4-(3,4-dimethoxy-phenyl)-butan-2-one (6302-60-9) → O-methyldehydrozingerone (15001-27-1,60234-90-4)

Guidance literature:

With oxygen; palladium diacetate; trifluoroacetic acid; In dimethyl sulfoxide; at 80 ℃; for 6h; Sealed tube;

DOI:10.1002/adsc.201801058

Reference yield: 92.0%

(E)-4-(4-hydroxy-3-methoxyphenyl)but-3-ene-2-one (1080-12-2,22214-42-2) + methyl iodide (74-88-4) → O-methyldehydrozingerone (15001-27-1,60234-90-4)

Guidance literature:

With potassium carbonate; In acetone; for 12h; Inert atmosphere; Reflux;

DOI:10.1007/s00726-013-1503-3

upstream raw materials:

3,4-dimethoxy-benzaldehyde

acetone

Dehydrozingerone

dimethyl sulfate

Downstream raw materials:

6-(3,4-Dimethoxy-phenyl)-4-ethoxy-2-oxo-cyclohex-3-enecarboxylic acid ethyl ester

6-(3,4-Dimethoxy-phenyl)-4-pyrrolidin-1-yl-5,6-dihydro-thiopyran-2-thione

6-(3,4-Dimethoxy-phenyl)-4-piperidin-1-yl-5,6-dihydro-thiopyran-2-thione

6-(3,4-Dimethoxy-phenyl)-4-morpholin-4-yl-5,6-dihydro-thiopyran-2-thione