1-[4-(1-Adamantyl)phenyl]ethanone

Base Information

• Chemical Name: 1-[4-(1-Adamantyl)phenyl]ethanone
• CAS No.: 38197-47-6
• Molecular Formula: C₁₈H₂₂O
• Molecular Weight: 254.372
• DSSTox Substance ID: DTXSID101237376
• Nikkaji Number: J270.800K
• Mol file: 38197-47-6.mol

Synonyms:1-[4-(1-adamantyl)phenyl]ethanone;1-(4-Acetylphenyl)adamantane;DTXSID101237376;AKOS001603292;EU-0068284;SR-01000401272;SR-01000401272-1;1-(4-Tricyclo[3.3.1.13,7]dec-1-ylphenyl)ethanone;38197-47-6

Chemical Property of 1-[4-(1-Adamantyl)phenyl]ethanone

Chemical Property:

• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 254.167065321
• Heavy Atom Count: 19
• Complexity: 334

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)C23CC4CC(C2)CC(C4)C3

Technology Process of 1-[4-(1-Adamantyl)phenyl]ethanone

There total 11 articles about 1-[4-(1-Adamantyl)phenyl]ethanone 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: 89.0%

1-phenyladamantane (780-68-7) + acetyl chloride (75-36-5) → 1-(4-((3r,5r,7r)-adamantan-1-yl)phenyl)ethan-1-one (38197-47-6)

Guidance literature:

With carbon disulfide; aluminum (III) chloride; at -78 - 20 ℃; for 5h;

DOI:10.1021/acs.joc.0c00494

Reference yield: 84.0%

adamantan-1-ylzinc(II) chloride (1598370-75-2) + para-bromoacetophenone (99-90-1) → 1-(4-((3r,5r,7r)-adamantan-1-yl)phenyl)ethan-1-one (38197-47-6)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In tetrahydrofuran; at 50 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol500781j

Reference yield: 76.0%

potassium ((3r,5r,7r)-adamantan-1-yl)trifluoroborate + para-bromoacetophenone (99-90-1) → 1-(4-((3r,5r,7r)-adamantan-1-yl)phenyl)ethan-1-one (38197-47-6)

Guidance literature:

With Ir(dF(CF₃)ppy)2(bpy)PF₆; tetraaqua[4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]nickel(II) chloride; sodium carbonate; In 1,4-dioxane; N,N-dimethyl acetamide; at 28 - 30 ℃; for 24h; Inert atmosphere; Irradiation;

DOI:10.1021/jacs.7b06288

upstream raw materials:

1-phenyladamantane

acetyl chloride

p-ethyl-(1-adamantyl)benzene

1-Adamantanecarboxylic acid

Downstream raw materials:

(4-Adamantan-1-yl-phenyl)-acetic acid methyl ester

2-(p-Adamantan-1-ylphenyl)propan-2-ol

3-(4-Adamantan-1-yl-phenyl)-4-hydroxy-pyrrole-2,5-dione

2-(4-Adamantan-1-yl-phenyl)-acetamide