2-hydroxy-4-phenylbutanenitrile

Base Information

• Chemical Name: 2-hydroxy-4-phenylbutanenitrile
• CAS No.: 121054-03-3
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.203
• Mol file: 121054-03-3.mol

Synonyms:2-hydroxy-4-phenylbutanenitrile

Chemical Property of 2-hydroxy-4-phenylbutanenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-hydroxy-4-phenylbutanenitrile

There total 35 articles about 2-hydroxy-4-phenylbutanenitrile 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: 99.0%

3-phenyl-propionaldehyde (104-53-0) + trimethylsilyl cyanide (7677-24-9) → 2-hydroxy-4-phenylbutanenitrile (121054-03-3)

Guidance literature:

3-phenyl-propionaldehyde; trimethylsilyl cyanide; With 1-octyl-3-methylimidazolium hexafluorophosphate; at 20 ℃; for 24h;

With hydrogenchloride; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2005.01.177

Reference yield: 99.0%

3-phenyl-propionaldehyde (104-53-0) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → 2-hydroxy-4-phenylbutanenitrile (121054-03-3)

Guidance literature:

With triethylamine; at 20 ℃; for 2.5h;

DOI:10.1016/S0040-4020(99)00612-2

Reference yield: 97.0%

3-phenyl-propionaldehyde (104-53-0) + potassium cyanide → 2-hydroxy-4-phenylbutanenitrile (121054-03-3)

Guidance literature:

With carbon dioxide; In ethanol; at 20 ℃; for 18h; under 760.051 Torr; Sealed tube;

DOI:10.1002/chem.202003623

upstream raw materials:

4-phenylbutyronitrile

3-phenyl-propionaldehyde

sodium cyanide

2-hydroxy-2-methylpropanenitrile

Downstream raw materials:

(S)-2-hydroxy-4-phenylbutyronitrile

(R)-2-hydroxy-4-phenylbutanenitrile

(S)-2-acetyloxy-4-phenylbutanenitrile

(R)-(+)-acetoxy-4-phenyl-butanenitrile

Refernces

• 1、 Shen, Zhi-Liang,Ji, Shun-Jun. "Alkali salt of L-proline as an efficient and practical catalyst for the cyanosilylation of a wide variety of carbonyl compounds under solvent-free conditions". . p. 775 - 791. Retrieved 2009.
• 2、 Oestreich, Martin,Zhang, Liangliang. "Nickel-Catalyzed, Reductive C(sp3)?Si Cross-Coupling of α-Cyano Alkyl Electrophiles and Chlorosilanes". supporting information. p. 18587 - 18590. Retrieved 2021/07/25.
• 3、 Juhl, Martin,Petersen, Allan R.,Lee, Ji-Woong. "CO2-Enabled Cyanohydrin Synthesis and Facile Iterative Homologation Reactions**". supporting information. p. 228 - 232. Retrieved 2020/11/30.