(S)-(-)-2-(4-chlorophenyl)-2-hydroxymethylhexanitrile

Base Information

• Chemical Name: (S)-(-)-2-(4-chlorophenyl)-2-hydroxymethylhexanitrile
• CAS No.: 397244-52-9
• Molecular Formula: C₁₃H₁₆ClNO
• Molecular Weight: 237.729
• Mol file: 397244-52-9.mol

Synonyms:(S)-(-)-2-(4-chlorophenyl)-2-hydroxymethylhexanitrile

Chemical Property of (S)-(-)-2-(4-chlorophenyl)-2-hydroxymethylhexanitrile

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (S)-(-)-2-(4-chlorophenyl)-2-hydroxymethylhexanitrile

There total 1 articles about (S)-(-)-2-(4-chlorophenyl)-2-hydroxymethylhexanitrile 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:

2-(4-Chloro-phenyl)-2-((R)-toluene-4-sulfinylmethyl)-hexanenitrile → (R)-2-cyano-2-(p-chlorophenyl)hexanol + (S)-(-)-2-(4-chlorophenyl)-2-hydroxymethylhexanitrile (397244-52-9)

Guidance literature:

2-(4-Chloro-phenyl)-2-((R)-toluene-4-sulfinylmethyl)-hexanenitrile; With 2,4,6-trimethyl-pyridine; In acetonitrile; at 20 ℃; for 0.5h;

With sodium tetrahydroborate; potassium carbonate; at 0 ℃; for 1h; Further stages. Title compound not separated from byproducts.;

DOI:10.1021/ol0168723

Reference yield: 74.0%

methanesulfonyl chloride (124-63-0) + (S)-(-)-2-(4-chlorophenyl)-2-hydroxymethylhexanitrile (397244-52-9) → (S)-2-(4-chlorophenyl)-2-cyanohexyl methanesulfonate (397244-55-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1021/ol0168723

Reference yield:

(S)-(-)-2-(4-chlorophenyl)-2-hydroxymethylhexanitrile (397244-52-9) → (S)-(-)-2-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)hexanenitrile

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / triethylamine / CH₂Cl₂ / 3 h / 0 °C

2: 90 percent / dimethylsulfoxide / 10 h / 105 °C

With triethylamine; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/ol0168723

Downstream raw materials:

(S)-2-(4-chlorophenyl)-2-cyanohexyl methanesulfonate