1-Cinnamoyl-1,2,3,4-tetrahydroquinoline

Base Information

• Chemical Name: 1-Cinnamoyl-1,2,3,4-tetrahydroquinoline
• CAS No.: 13262-31-2
• Molecular Formula: C18H17NO
• Molecular Weight: 263.339
• Nikkaji Number: J2.836.722H
• Mol file: 13262-31-2.mol

Synonyms:1-Cinnamoyl-1,2,3,4-tetrahydroquinoline;13262-31-2;2-Propen-1-one, 1-(3,4-dihydro-1(2H)-quinolinyl)-3-phenyl-;Quinoline, 1,2,3,4-tetrahydro-1-cinnamoyl-;NSC 90844;BRN 1380610;Quinoline, 1-cinnamoyl-1,2,3,4-tetrahydro-;Quinoline, 1,2,3,4-tetrahydro-1-(1-oxo-3-phenyl-2-propenyl)-;5-20-06-00301 (Beilstein Handbook Reference);HMS1580G14;STL025138;AKOS001586886;SR-01000396956;SR-01000396956-1;1-[(2E)-3-phenyl-2-propenoyl]-1,2,3,4-tetrahydroquinoline;1-[(2E)-3-phenylprop-2-enoyl]-1,2,3,4-tetrahydroquinoline;(2E)-1-(3,4-dihydroquinolin-1(2H)-yl)-3-phenylprop-2-en-1-one

Chemical Property of 1-Cinnamoyl-1,2,3,4-tetrahydroquinoline

Chemical Property:

• Vapor Pressure: 7.28E-07mmHg at 25°C
• Boiling Point: 407.9°Cat760mmHg
• Flash Point: 186.3°C
• Density: 1.157g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 263.131014166
• Heavy Atom Count: 20
• Complexity: 356

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2N(C1)C(=O)C=CC3=CC=CC=C3
• Isomeric SMILES: C1CC2=CC=CC=C2N(C1)C(=O)/C=C/C3=CC=CC=C3

Technology Process of 1-Cinnamoyl-1,2,3,4-tetrahydroquinoline

There total 3 articles about 1-Cinnamoyl-1,2,3,4-tetrahydroquinoline 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: 87.0%

1,2,3,4-tetrahydroisoquinoline (635-46-1) + cinnamoyl chloride (102-92-1,17082-09-6) → N-cinnamoyltetrahydroquinoline (13262-31-2)

Guidance literature:

With triethylamine; In ethyl acetate; at 0 - 20 ℃;

DOI:10.1039/b926560k

Reference yield: 68.0%

1-(3,4-dihydroquinolin-1(2H)-yl)prop-2-en-1-one (88611-48-7) + carbon dioxide (124-38-9,18923-20-1) + methyl iodide (74-88-4) + phenylboronic acid (98-80-6) → N-cinnamoyltetrahydroquinoline (13262-31-2) + C18H19NO + methyl 2-benzyl-3-(3,4-dihydroquinolin-1(2H)-yl)-3-oxopropanoate

Guidance literature:

1-(3,4-dihydroquinolin-1(2H)-yl)prop-2-en-1-one; carbon dioxide; phenylboronic acid; With chloro(1,5-cyclooctadiene)rhodium(I) dimer; N,N,N',N'',N'''-pentamethyldiethylenetriamine; silver trifluoromethanesulfonate; caesium carbonate; In N,N-dimethyl acetamide; at 60 ℃; for 24h; Sealed tube; Green chemistry;

methyl iodide; With potassium carbonate; In N,N-dimethyl acetamide; at 60 ℃; for 2h; regioselective reaction; Green chemistry;

DOI:10.1039/d0gc02667k

Reference yield:

→ N-cinnamoyltetrahydroquinoline (13262-31-2)

Guidance literature:

1,2,3,4-Tetrahydrochinolin, Cinnamoylchlorid;

upstream raw materials:

1,2,3,4-tetrahydroisoquinoline

cinnamoyl chloride

1-(3,4-dihydroquinolin-1(2H)-yl)prop-2-en-1-one

carbon dioxide

Downstream raw materials:

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

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