N-Phenyl-alpha,alpha-difluorobenzeneacetamide

Base Information

• Chemical Name: N-Phenyl-alpha,alpha-difluorobenzeneacetamide
• CAS No.: 339-30-0
• Molecular Formula: C₁₄H₁₁F₂NO
• Molecular Weight: 247.244
• DSSTox Substance ID: DTXSID201287336
• Nikkaji Number: J2.998.583I
• Mol file: 339-30-0.mol

Synonyms:N-Phenyl-alpha,alpha-difluorobenzeneacetamide;KHKBYDFFRPLOSX-UHFFFAOYSA-N;DTXSID201287336;339-30-0;alpha,alpha-Difluoro-N-phenylbenzeneacetamide

Chemical Property of N-Phenyl-alpha,alpha-difluorobenzeneacetamide

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 247.08087030
• Heavy Atom Count: 18
• Complexity: 282

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(=O)NC2=CC=CC=C2)(F)F

Technology Process of N-Phenyl-alpha,alpha-difluorobenzeneacetamide

There total 14 articles about N-Phenyl-alpha,alpha-difluorobenzeneacetamide 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: 88.0%

2-bromo-2,2-difluoro-N-phenyl-acetamide (127427-45-6) + phenylboronic acid (98-80-6) → 2,2-difluoro-N-2-diphenylacetamide (339-30-0)

Guidance literature:

With [2,2]bipyridinyl; nickel(II) nitrate hexahydrate; potassium carbonate; In 1,4-dioxane; at 80 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201405653

Reference yield: 82.0%

aniline (62-53-3) + phenylacetyl chloride (103-80-0) → 2,2-difluoro-N-2-diphenylacetamide (339-30-0)

Guidance literature:

phenylacetyl chloride; With pyridine; tin(II) trifluoromethanesulfonate; Selectfluor; potassium tetrakis(pentafluorophenyl)borate; In acetonitrile; at 20 ℃; for 3h; Inert atmosphere;

aniline; In acetonitrile; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol2019295

Reference yield: 79.0%

2-bromo-2,2-difluoro-N-phenyl-acetamide (127427-45-6) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 2,2-difluoro-N-2-diphenylacetamide (339-30-0)

Guidance literature:

With tris[2-phenylpyridinato-C₂,N]iridium(III); potassium acetate; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere; Schlenk technique; Irradiation;

DOI:10.1021/ol502676y

upstream raw materials:

difluoro-phenyl-acetyl chloride

aniline

phenyl isocyanate

(difluoro(trimethylsilyl)methyl)benzene