N-((4-Fluorophenyl)methyl)ethanamide

Base Information

• Chemical Name: N-((4-Fluorophenyl)methyl)ethanamide
• CAS No.: 86010-68-6
• Molecular Formula: C9H10FNO
• Molecular Weight: 167.183
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80393386
• Nikkaji Number: J3.494.378H
• Wikidata: Q82192139
• Mol file: 86010-68-6.mol

Synonyms:N-((4-Fluorophenyl)methyl)ethanamide;86010-68-6;N-(4-Fluorobenzyl)acetamide;N-[(4-fluorophenyl)methyl]acetamide;Acetamide, N-[(4-fluorophenyl)methyl]-;N-(4-fluorobenzyl)-acetamide;N-(4-fluoro-benzyl)-acetamide;SCHEMBL2530016;DTXSID80393386;IHNHPSHMZGCDCL-UHFFFAOYSA-N;MFCD00245847;AKOS003867662;MS-7321;CS-0326241;J3.494.378H

Chemical Property of N-((4-Fluorophenyl)methyl)ethanamide

Chemical Property:

• PSA: 29.10000
• LogP: 1.85270
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 167.074642105
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

99.0% Min ^*data from raw suppliers

N-?(4-?Fluorobenzyl)?acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NCC1=CC=C(C=C1)F
• Uses: N-?(4-?Fluorobenzyl)?acetamide is an impurity of Pimavanserin (P441800), a drug used in the treatment of Parkinson’s disease and psychosis. Also a reagent used organic chemical oxidation reactions.

Technology Process of N-((4-Fluorophenyl)methyl)ethanamide

There total 7 articles about N-((4-Fluorophenyl)methyl)ethanamide 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: 82.0%

acetamide (60-35-5) + 4-fluorobenzaldehyde (459-57-4) → N-[(4-fluorophenyl)methyl]acetamide (86010-68-6)

Guidance literature:

With dirhodium tetraacetate; carbon monoxide; In tetrahydrofuran; at 140 ℃; for 22h; Autoclave; High pressure;

DOI:10.1021/acs.orglett.7b02821

Reference yield: 81.0%

acetyl chloride (75-36-5) + para-fluorobenzylamine (140-75-0) → N-[(4-fluorophenyl)methyl]acetamide (86010-68-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1055/s-0036-1588429

Reference yield: 78.0%

p-fluorotoluene (352-32-9) + acetonitrile (75-05-8,26809-02-9) → N-[(4-fluorophenyl)methyl]acetamide (86010-68-6)

Guidance literature:

With trisaminocyclopropenium; water; tert-butylammonium hexafluorophosphate(V); trifluoroacetic acid; at 20 ℃; for 48h; Inert atmosphere; Irradiation; Electrochemical reaction;

DOI:10.1021/jacs.1c03718

upstream raw materials:

p-fluorotoluene

acetonitrile

acetyl chloride

para-fluorobenzylamine

Downstream raw materials:

N-(p-methoxybenzyl)acetamide

N-(4-fluorobenzyl)-N-methylacetamide

N-acetyl-4-fluorobenzamide

N-(4-fluorobenzyl)ethanamine