[5-(1-adamantyl)-2-methylphenyl]amine

Base Information

• Chemical Name: [5-(1-adamantyl)-2-methylphenyl]amine
• CAS No.: 26378-31-4
• Molecular Formula: C₁₇H₂₃N
• Molecular Weight: 241.376
• Mol file: 26378-31-4.mol

Synonyms:2-methyl-5-(tricyclo[3.3.1.1^3,7]dec-1-yl)aniline

Chemical Property of [5-(1-adamantyl)-2-methylphenyl]amine

Chemical Property:

Purity/Quality:

[5-(1-Adamantyl)-2-methylphenyl]amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [5-(1-adamantyl)-2-methylphenyl]amine

There total 5 articles about [5-(1-adamantyl)-2-methylphenyl]amine 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: 86.0%

1-adamanthanol (768-95-6) + N-(2-methylphenyl)acetamide (120-66-1) → 2-Methyl-4--anilin (22947-40-6) + 2-methyl-5-(tricyclo[3.3.1.13,7]dec-1-yl)aniline (26378-31-4)

Guidance literature:

1-adamanthanol; N-(2-methylphenyl)acetamide; With trifluoroacetic acid; at 80 ℃; for 3h;

With hydrogenchloride; In water;

DOI:10.1007/s11172-020-2873-9

Reference yield: 59.0%

1-(4-methyl-3-nitrophenyl)adamantane (26378-29-0) → 2-methyl-5-(tricyclo[3.3.1.13,7]dec-1-yl)aniline (26378-31-4)

Guidance literature:

With ethanol; palladium 10% on activated carbon; hydrogen; at 20 ℃; for 5h;

Reference yield:

1-Adamantyl bromide (768-90-1) → 2-methyl-5-(tricyclo[3.3.1.13,7]dec-1-yl)aniline (26378-31-4)

Guidance literature:

Multi-step reaction with 3 steps

1: FeCl₃

2: aq. HNO₃, aq. H₂SO₄

3: H₂ / Raney-Ni / methanol

With sulfuric acid; hydrogen; nitric acid; iron(III) chloride; nickel; In methanol;

DOI:10.1007/BF00758497

upstream raw materials:

1-(4-methyl-3-nitrophenyl)adamantane

1-Adamantyl bromide

toluene

1-adamanthanol

Refernces

• 1、 Kireeva, A. V.,Nakhod, M. A.,Novakov, I. A.,Orlinson, B. S.,Pichugin, A. M.,Porkhun, V. I.,Potaenkova, E. A.,Savelyev, E. N.,Vostrikova, O. V.,Zavyalov, D. V.. "Adamantylation of N-aryl and N-arylalkyl acetamides in trifluoroacetic acid". . p. 1096 - 1101. Retrieved 2020/07/25.