1,4,4-Trimethyl-1,2,3,4-tetrahydroquinoline

Base Information

Chemical Name:1,4,4-Trimethyl-1,2,3,4-tetrahydroquinoline
CAS No.:106515-74-6
Molecular Formula:C12H17N
Molecular Weight:
Hs Code.:
DSSTox Substance ID:DTXSID30561992
Wikidata:Q82445953

Synonyms:106515-74-6;1,4,4-trimethyl-1,2,3,4-tetrahydroquinoline;SCHEMBL1451551;DTXSID30561992;4-trimethyl-1,2,3,4-tetrahydroquinoline

Suppliers and Price of 1,4,4-Trimethyl-1,2,3,4-tetrahydroquinoline

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Total 0 raw suppliers

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

Chemical Property:

XLogP3:3.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:0
Exact Mass:175.136099547
Heavy Atom Count:13
Complexity:186

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(CCN(C2=CC=CC=C21)C)C

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

There total 1 articles about 1,4,4-Trimethyl-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: 23.0%

: 19206-70-3
3,3-dimethylallyl diphenyl phosphate

: 100-61-8
N-methylaniline

: 106515-74-6
1,4,4-Trimethyl-1,2,3,4-tetrahydroquinoline

: 10229-37-5
N-(3-methylbut-2-enyl)-N-methylaniline

Guidance literature:: at 120 ℃; for 24h;

Reference yield:

: 106515-74-6
1,4,4-Trimethyl-1,2,3,4-tetrahydroquinoline

: 1391088-46-2
(7-(3-(dimethylamino)phenylthio)-1,4,4-trimethyl-1,2,3,4-tetrahydroquinolin-6-yl)(piperidin-1-yl)methanone

Guidance literature:: Multi-step reaction with 4 steps

1: trichlorophosphate / 1 h / Reflux; Inert atmosphere

2: sulfur / N,N-dimethyl-formamide / 0.5 h / Reflux; Inert atmosphere

3: trifluoroacetic anhydride / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

4: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / tetrahydrofuran; cyclohexane / 2 h / -78 - 20 °C / Inert atmosphere

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sulfur; trifluoroacetic anhydride; trichlorophosphate; In tetrahydrofuran; dichloromethane; cyclohexane; N,N-dimethyl-formamide; 1: Vilsmeier-Haack reaction / 2: Willgerodt-Kindler reaction;
DOI:10.1016/j.bmc.2012.05.075

Reference yield:

: 106515-74-6
1,4,4-Trimethyl-1,2,3,4-tetrahydroquinoline

: 3-[4-(1,4,4-trimethyl-1,2,3,4-tetrahydroquinolin-6-yl)phenyl]acrylic methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: iodine; mercury(II) oxide / dichloromethane / 2 h / 20 °C

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / dimethyl sulfoxide / 18 h / 80 °C / Inert atmosphere; Glovebox

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tripotassium phosphate dihydrate / isopropyl alcohol / 18 h / 80 °C / Inert atmosphere; Glovebox

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tripotassium phosphate dihydrate; iodine; potassium acetate; mercury(II) oxide; In dichloromethane; dimethyl sulfoxide; isopropyl alcohol;