Methyl 3-(4-(dimethylamino)phenyl)acrylate

Base Information

• Chemical Name: Methyl 3-(4-(dimethylamino)phenyl)acrylate
• CAS No.: 7560-48-7
• Molecular Formula: C₁₂H₁₅NO₂
• Molecular Weight: 205.257
• Hs Code.: 2922499990
• Nikkaji Number: J1.410.311B,J2.919.207C
• ChEMBL ID: CHEMBL2252106
• Mol file: 7560-48-7.mol

Synonyms:4-(dimethylamino)cinnamic acid methyl ester;DAC-O-Me;methyl 4-(dimethylamino)cinnamate

Chemical Property of Methyl 3-(4-(dimethylamino)phenyl)acrylate

Chemical Property:

• Vapor Pressure: 0.000145mmHg at 25°C
• Melting Point: 137-138oC
• Boiling Point: 332.6°Cat760mmHg
• Flash Point: 129.7°C
• PSA: 29.54000
• Density: 1.089g/cm³
• LogP: 1.93880
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 228

Purity/Quality:

97% ^*data from raw suppliers

METHYL-3-(4-(DIMETHYLAMINO)PHENYL)ACRYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 3-(4-(dimethylamino)phenyl)acrylate

There total 6 articles about Methyl 3-(4-(dimethylamino)phenyl)acrylate 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: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-dimethylaminocinnamic acid (1552-96-1) → methyl 3-(p-dimethylaminophenyl)-2-propenoate (63511-96-6,71348-26-0,7560-48-7)

Guidance literature:

In diethyl ether; ethanol; water; at 0 ℃; for 1h;

DOI:10.1007/BF01373546

Reference yield: 81.0%

methyl (triphenylphosphoranylidene)acetate + 4-dimethylamino-benzaldehyde (100-10-7) → methyl 3-(p-dimethylaminophenyl)-2-propenoate (63511-96-6,71348-26-0,7560-48-7)

Guidance literature:

In water; at 90 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.04.105

Reference yield: 26.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + C29H39N2O5P + methylamine (74-89-5) → 4-tert-butyl-6-methoxycarbonyl-5-(p-dimethylaminophenyl)-2-methyl-2-aza-4-phosphacyclohexanone + 7-tert-butyl-1,5-di(methoxycarbonyl)-6,8-bis(p-dimethylaminophenyl)-3-methyl-3-aza-7-phosphabicyclo[3.3.1]nonan-9-one (1370045-26-3) + methyl 3-(p-dimethylaminophenyl)-2-propenoate (63511-96-6,71348-26-0,7560-48-7)

Guidance literature:

In ethanol; for 24h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2012.04.038

upstream raw materials:

acetic acid methyl ester

4-dimethylamino-benzaldehyde

diazomethane

4-dimethylaminocinnamic acid

Downstream raw materials:

p-dimethylaminocinnamic acid

(Z)-2-bromo-3-(4-(dimethylamino)phenyl)acrylic acid methyl ester

3-(4-dimethylaminophenyl)-prop-2-en-1-ol

3-(4-dimethylaminophenyl)propionic acid methyl ester

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