7-Methyl-5,6,7,8-tetrahydroquinoline

Base Information

• Chemical Name: 7-Methyl-5,6,7,8-tetrahydroquinoline
• CAS No.: 121283-06-5
• Molecular Formula: C₁₀H₁₃N
• Molecular Weight: 147.22
• DSSTox Substance ID: DTXSID40500478
• Mol file: 121283-06-5.mol

Synonyms:7-Methyl-5,6,7,8-tetrahydroquinoline;71350-24-8;121283-06-5;SCHEMBL10016895;DTXSID40500478;AKOS034121939;SB47822;5,6,7,8-tetrahydro-7-methylquinoline;EN300-818817;Z2050228155;Quinoline, 5,6,7,8-tetrahydro-7-methyl-, (R)- (9CI)

Chemical Property of 7-Methyl-5,6,7,8-tetrahydroquinoline

Chemical Property:

• PSA: 12.89000
• LogP: 2.20640
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 147.104799419
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2=C(C1)N=CC=C2

Technology Process of 7-Methyl-5,6,7,8-tetrahydroquinoline

There total 5 articles about 7-Methyl-5,6,7,8-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:

(R)-3-methylcyclohexanone O-allyloxime (71350-22-6,132269-01-3) → (R)-5-methyl-5,6,7,8-tetrahydroquinoline (94058-64-7) + (R)-7-methyl-5,6,7,8-tetrahydroquinoline (121283-06-5)

Guidance literature:

In benzene; at 200 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.3987/COM-89-5259

Reference yield:

(3R)-3-methylcyclohexanone (13368-65-5) → (R)-7-methyl-5,6,7,8-tetrahydroquinoline (121283-06-5)

Guidance literature:

Multi-step reaction with 2 steps

2: 1.) LDA, 2.) AcOH / 2.) 115 deg C

With acetic acid; lithium diisopropyl amide;

DOI:10.3987/COM-89-5259

Reference yield:

2-bromo-2-(2-ethyl)dioxolane (18742-02-4) + (+/-)-3-methyl-cyclohexanone-dimethylhydrazone (69362-42-1,94537-75-4,94537-76-5) → (R)-5-methyl-5,6,7,8-tetrahydroquinoline (94058-64-7) + (R)-7-methyl-5,6,7,8-tetrahydroquinoline (121283-06-5)

Guidance literature:

With acetic acid; lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 2.) 115 deg C;

DOI:10.3987/COM-89-5259

upstream raw materials:

2-bromo-2-(2-ethyl)dioxolane

(+/-)-3-methyl-cyclohexanone-dimethylhydrazone

(R)-3-methylcyclohexanone O-allyloxime

(3R)-3-methylcyclohexanone

Refernces