(R,S)-4-phenylvaleryl chloride

Base Information

• Chemical Name: (R,S)-4-phenylvaleryl chloride
• CAS No.: 28591-12-0
• Molecular Formula: C₁₁H₁₃ClO
• Molecular Weight: 196.677
• Mol file: 28591-12-0.mol

Synonyms:(R,S)-4-phenylvaleryl chloride

Chemical Property of (R,S)-4-phenylvaleryl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,S)-4-phenylvaleryl chloride

There total 8 articles about (R,S)-4-phenylvaleryl chloride 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-phenyl-1-pentanoic acid (16433-43-5) → (R,S)-4-phenylvaleryl chloride (28591-12-0)

Guidance literature:

With thionyl chloride;

Reference yield:

2-Phenylpropanal (34713-70-7) → (R,S)-4-phenylvaleryl chloride (28591-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1.2: palladium catalyst

1.3: 84 percent / Alkaline hydrolysis

2.1: SOCl₂ / hexane / 2 h / Heating

With thionyl chloride; In hexane; 1.1: Substitution / 1.2: Catalytic hydrogenation / 1.3: Hydrolysis / 2.1: Substitution;

Reference yield:

1-bromo-2-phenylpropane (1459-00-3) → (R,S)-4-phenylvaleryl chloride (28591-12-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

1.2: 24 h / 20 °C / Inert atmosphere; Schlenk technique

2.1: sodium hydroxide / ethanol; water / 16 h / Inert atmosphere; Schlenk technique; Reflux

3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C / Inert atmosphere; Schlenk technique

With oxalyl dichloride; sodium hydride; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1021/jacs.9b09301

upstream raw materials:

4-phenyl-1-pentanoic acid

2-Phenylpropanal

4-phenylpentanenitrile

ethyl 3-benzoylpropanoate

Downstream raw materials:

1-diazo-5-phenylhexan-2-one

4-methyl-3,4-dihydro-2H-naphthalen-1-one

4-phenyl-pentanoic acid (2-hydroxy-phenyl)-amide

(R,S)-1,8-dihydroxy-10-(1-oxo-4-phenylpentyl)-9(10H)-anthracenone