1-(3,4-Dihydroquinolin-1(2h)-yl)-2-methylprop-2-en-1-one

Base Information

• Chemical Name: 1-(3,4-Dihydroquinolin-1(2h)-yl)-2-methylprop-2-en-1-one
• CAS No.: 10579-60-9
• Molecular Formula: C13H15 N O
• Molecular Weight: 201.268
• NSC Number: 91407
• DSSTox Substance ID: DTXSID10909737
• Nikkaji Number: J1.390.312C
• Wikidata: Q82879399

Synonyms:10579-60-9;1-(3,4-dihydroquinolin-1(2h)-yl)-2-methylprop-2-en-1-one;1-(3,4-dihydro-2H-quinolin-1-yl)-2-methylprop-2-en-1-one;1-methacryloyl-1,2,3,4-tetrahydroquinoline;NSC91407;DTXSID10909737;NSC-91407;AP-122/41076026

Chemical Property of 1-(3,4-Dihydroquinolin-1(2h)-yl)-2-methylprop-2-en-1-one

Chemical Property:

• Vapor Pressure: 0.000878mmHg at 25°C
• Boiling Point: 304.4°Cat760mmHg
• Flash Point: 132.2°C
• Density: 1.079g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 201.115364102
• Heavy Atom Count: 15
• Complexity: 272

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C(=O)N1CCCC2=CC=CC=C21

Technology Process of 1-(3,4-Dihydroquinolin-1(2h)-yl)-2-methylprop-2-en-1-one

There total 3 articles about 1-(3,4-Dihydroquinolin-1(2h)-yl)-2-methylprop-2-en-1-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: 57.0%

1,2,3,4-tetrahydroisoquinoline (635-46-1) + Methacryloyl chloride (920-46-7,26937-45-1) → 1-(3,4-dihydroquinolin-1(2H)-yl)-2-methylprop-2-en-1-one (10579-60-9)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0034-1381052

Reference yield: 51.0%

N-(2-bromo-2-methylpropanoyl)-1,2,3,4-tetrahydroquinoline → 1-(3,4-dihydroquinolin-1(2H)-yl)-2-methylprop-2-en-1-one (10579-60-9) + 5,6-dihydro-1,1-dimethyl-4H-pyrrolo[3,2,1-ij]quinolin-2(1H)-one + 6-methyl-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one

Guidance literature:

In acetonitrile; Irradiation;

DOI:10.1002/1522-2675(20000705)83:7<1475::AID-HLCA1475>3.0.CO;2-Y

Reference yield:

1,2,3,4-tetrahydroisoquinoline (635-46-1) + acryloyl chloride (814-68-6,25189-84-8) → 1-(3,4-dihydroquinolin-1(2H)-yl)-2-methylprop-2-en-1-one (10579-60-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.201701248

upstream raw materials:

1,2,3,4-tetrahydroisoquinoline

Methacryloyl chloride

acryloyl chloride

Downstream raw materials:

1-methyl-1-(tosylmethyl)-5,6-dihydro-1H-pyrrolo[3,2,1-ij]quinolin-2(4H)-one

C₁₄H₁₄F₃NOS

1-methyl-1-(2,2,2-trifluoroethyl)-5,6-dihydro-1H-pyrrolo[3,2,1-ij]quinolin-2(4H)-one

1-benzyl-1-methyl-5,6-dihydro-1H-pyrrolo[3,2,1-ij]quinolin-2(4H)-one

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