4-[(4-Fluorophenyl)hydroxymethyl]-3-(hydroxymethyl)benzenecarbonitrile

Base Information

• Chemical Name: 4-[(4-Fluorophenyl)hydroxymethyl]-3-(hydroxymethyl)benzenecarbonitrile
• CAS No.: 207680-98-6
• Molecular Formula: C15H12FNO2
• Molecular Weight: 257.264
• DSSTox Substance ID: DTXSID30432855
• Mol file: 207680-98-6.mol

Synonyms:207680-98-6;4-[(4-fluorophenyl)hydroxymethyl]-3-(hydroxymethyl)benzenecarbonitrile;4-[(4-fluorophenyl)-hydroxymethyl]-3-(hydroxymethyl)benzonitrile;ST069377;SCHEMBL907710;DTXSID30432855;JOWBVIAXILQDHG-UHFFFAOYSA-N;AKOS024283504;4-cyano-2-hydroxymethylphenyl-(4-fluorophenyl)methanol;(4-cyano-2-hydroxymethylphenyl)(4-fluorophenyl)methanol;3-hydroxymethyl-4-[(4-fluorophenyl) hydroxymethyl]benzonitrile;3-hydroxymethyl-4-[(4-fluorophenyl)hydroxymethyl]benzonitrile;4-[(4-fluorophenyl)-hydroxy-methyl]-3-hydroxymethyl-benzonitrile

Chemical Property of 4-[(4-Fluorophenyl)hydroxymethyl]-3-(hydroxymethyl)benzenecarbonitrile

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 257.08520679
• Heavy Atom Count: 19
• Complexity: 332

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C2=C(C=C(C=C2)C#N)CO)O)F

Technology Process of 4-[(4-Fluorophenyl)hydroxymethyl]-3-(hydroxymethyl)benzenecarbonitrile

There total 5 articles about 4-[(4-Fluorophenyl)hydroxymethyl]-3-(hydroxymethyl)benzenecarbonitrile 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:

4-(4-fluorobenzoyl)-3-(hydroxymethyl)benzonitrile (260371-16-2) + 3-(N,N-dimethylamino)propylmagnesium chloride (19070-16-7) → 4-[(4-fluoro-phenyl)-hydroxy-methyl]-3-hydroxymethyl-benzonitrile (207680-98-6) + (S)-(-)-4-[4-(dimethylamino)-1-(4-fluorophenyl)-1-hydroxy-1-butyl]-3-(hydroxymethyl)benzonitrile (488787-59-3,219861-18-4,481047-48-7) + (R)-(+)-4-[4-(dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl]-3-(hydroxymethyl)benzonitrile (219861-18-4,481047-48-7)

Guidance literature:

4-(4-fluorobenzoyl)-3-(hydroxymethyl)benzonitrile; With (1S,2R)-(+)-N-methylephedrine; In toluene; at 20 - 70 ℃; for 0.75h;

3-(N,N-dimethylamino)propylmagnesium chloride; In tetrahydrofuran; toluene; at -80 ℃; for 0.2h; Product distribution / selectivity;

Reference yield:

1-oxo-1,3-dihydro-isobenzofuran-5-carbonitrile (82104-74-3) + magnesium (7439-95-4) + 1-Bromo-4-fluorobenzene (460-00-4) → 4-[(4-fluoro-phenyl)-hydroxy-methyl]-3-hydroxymethyl-benzonitrile (207680-98-6)

Guidance literature:

magnesium; 1-Bromo-4-fluorobenzene; iodine; In tetrahydrofuran;

1-oxo-1,3-dihydro-isobenzofuran-5-carbonitrile; In tetrahydrofuran; dichloromethane; at -6 - -2 ℃;

With sodium tetrahydroborate; ammonium chloride; more than 3 stages;

Reference yield:

4-(4-fluorobenzoyl)-3-(hydroxymethyl)benzonitrile (260371-16-2) → 4-[(4-fluoro-phenyl)-hydroxy-methyl]-3-hydroxymethyl-benzonitrile (207680-98-6)

Guidance literature:

With sodium tetrahydroborate; In methanol; toluene; at 10 - 15 ℃; for 2h;

upstream raw materials:

4-(4-fluorobenzoyl)-3-(hydroxymethyl)benzonitrile

4-(bis(4-fluorophenyl)hydroxymethyl)-3-(hydroxymethyl)benzonitrile

1-oxo-1,3-dihydro-isobenzofuran-5-carbonitrile

n-heptane

Downstream raw materials:

1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile