4'-(3-Oxo-1-butenyl)acetanilide

Base Information

• Chemical Name: 4'-(3-Oxo-1-butenyl)acetanilide
• CAS No.: 55420-72-9
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.241
• DSSTox Substance ID: DTXSID701248692
• Nikkaji Number: J593.537G
• Mol file: 55420-72-9.mol

Synonyms:4'-(3-Oxo-1-butenyl)acetanilide;55420-72-9;n-(4-(3-Oxobut-1-en-1-yl)phenyl)acetamide;N-[4-(3-oxobut-1-en-1-yl)phenyl]acetamide;SCHEMBL6894653;AMXOFEWEPYFRPN-ONEGZZNKSA-N;DTXSID701248692;27861-32-1;CS-0277189;EN300-1856676;N-(4-[(1E)-3-Oxo-1-butenyl]phenyl)acetamide #;N-[4-[(1E)-3-Oxo-1-buten-1-yl]phenyl]acetamide

Chemical Property of 4'-(3-Oxo-1-butenyl)acetanilide

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 263

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4'-(3-Oxo-1-butenyl)acetanilide

There total 4 articles about 4'-(3-Oxo-1-butenyl)acetanilide 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%

para-acetamidobenzaldehyde (122-85-0) + acetone (67-64-1) → 4-(p-acetamidophenyl)but-3-en-2-one (55420-72-9)

Guidance literature:

With morpholin-4-ium 2,2,2-trifluoroacetate; at 75 ℃; optical yield given as %de; diastereoselective reaction; Sealed vial;

DOI:10.1002/adsc.200900902

Reference yield: 8.0%

para-acetamidobenzaldehyde (122-85-0) + acetone (67-64-1) → 4-(p-acetamidophenyl)but-3-en-2-one (55420-72-9) + (4S)-4-hydroxy-4-(4-acetamidophenyl)butan-2-one + (4R)-4-hydroxy-4-(4-acetamidophenyl)butan-2-one

Guidance literature:

(S)-5-(2-methylpyrrolidin-2-yl)-1H-tetrazole; In dimethyl sulfoxide; at 20 ℃; for 88h; Title compound not separated from byproducts.;

DOI:10.1002/ejoc.200700834

Reference yield:

4-Acetamido-1-iodobenzene (622-50-4) + methyl vinyl ketone (78-94-4,25038-87-3) → 4-(p-acetamidophenyl)but-3-en-2-one (55420-72-9)

Guidance literature:

With tris(2,4,6-trimethoxyphenyl)phosphine; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; palladium diacetate; at 80 ℃;

DOI:10.1016/j.tetasy.2007.10.043

upstream raw materials:

4-Acetamido-1-iodobenzene

methyl vinyl ketone

para-acetamidobenzaldehyde

acetone