4-[2-(5-trifluoromethyl-1,3-dihydro-isoindol-2-yl)-ethyl]-cyclohexylamine

Base Information

• Chemical Name: 4-[2-(5-trifluoromethyl-1,3-dihydro-isoindol-2-yl)-ethyl]-cyclohexylamine
• CAS No.: 437652-08-9
• Molecular Formula: C₁₇H₂₃F₃N₂
• Molecular Weight: 312.378
• Mol file: 437652-08-9.mol

Synonyms:4-[2-(5-trifluoromethyl-1,3-dihydro-isoindol-2-yl)-ethyl]-cyclohexylamine

Chemical Property of 4-[2-(5-trifluoromethyl-1,3-dihydro-isoindol-2-yl)-ethyl]-cyclohexylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[2-(5-trifluoromethyl-1,3-dihydro-isoindol-2-yl)-ethyl]-cyclohexylamine

There total 4 articles about 4-[2-(5-trifluoromethyl-1,3-dihydro-isoindol-2-yl)-ethyl]-cyclohexylamine 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: 90.0%

{4-[2-(5-trifluoromethyl-1,3-dihydro-isoindol-2-yl)-ethyl]-cyclohexyl}-carbamic acid tert-butyl ester (437651-92-8) → 4-[2-(5-trifluoromethyl-1,3-dihydro-isoindol-2-yl)-ethyl]-cyclohexylamine (437652-08-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 40 ℃; for 0.5h;

DOI:10.1016/S0960-894X(01)00037-3

Reference yield:

5-trifluoromethyl-2,3-dihydro-1H-isoindole (342638-03-3) → 4-[2-(5-trifluoromethyl-1,3-dihydro-isoindol-2-yl)-ethyl]-cyclohexylamine (437652-08-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH(OAc)2 / 1,2-dichloro-ethane / 16 h / 20 °C

2: 90 percent / TFA / CH₂Cl₂ / 0.5 h / 40 °C

With NaBH(OAc)2; trifluoroacetic acid; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/S0960-894X(01)00037-3

Reference yield:

2-(p-toluenesulfonyl)-5-bromoisoindoline (127168-85-8) → 4-[2-(5-trifluoromethyl-1,3-dihydro-isoindol-2-yl)-ethyl]-cyclohexylamine (437652-08-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / CuI / dimethylformamide; toluene / 1.5 h / 110 °C

2: 65 percent / aq. HBr; PhOH; EtCO₂H / 6 h / 150 °C

3: NaBH(OAc)2 / 1,2-dichloro-ethane / 16 h / 20 °C

4: 90 percent / TFA / CH₂Cl₂ / 0.5 h / 40 °C

With copper(l) iodide; NaBH(OAc)2; hydrogen bromide; propionic acid; trifluoroacetic acid; phenol; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0960-894X(01)00037-3

upstream raw materials:

{4-[2-(5-trifluoromethyl-1,3-dihydro-isoindol-2-yl)-ethyl]-cyclohexyl}-carbamic acid tert-butyl ester

5-trifluoromethyl-2,3-dihydro-1H-isoindole

2-(p-toluenesulfonyl)-5-bromoisoindoline

2-(toluene-4-sulfonyl)-5-trifluoromethyl-2,3-dihydro-1H-isoindole