2-benzyl-8-chloro-2-pivaloyloctanenitrile

Base Information

• Chemical Name: 2-benzyl-8-chloro-2-pivaloyloctanenitrile
• CAS No.: 1360557-51-2
• Molecular Formula: C₂₀H₂₈ClNO
• Molecular Weight: 333.901
• Mol file: 1360557-51-2.mol

Synonyms:2-benzyl-8-chloro-2-pivaloyloctanenitrile

Chemical Property of 2-benzyl-8-chloro-2-pivaloyloctanenitrile

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 2-benzyl-8-chloro-2-pivaloyloctanenitrile

There total 6 articles about 2-benzyl-8-chloro-2-pivaloyloctanenitrile 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: 94.0%

2-benzyl-8-chloro-2-(phenylsulfinyl)octanenitrile (1360557-47-6) + pivaloyl chloride (3282-30-2) → 2-benzyl-8-chloro-2-pivaloyloctanenitrile (1360557-51-2)

Guidance literature:

2-benzyl-8-chloro-2-(phenylsulfinyl)octanenitrile; With n-butyllithium; diethylzinc; In tetrahydrofuran; hexane; at 0 ℃;

pivaloyl chloride; In tetrahydrofuran; hexane; at 20 ℃; for 2h;

DOI:10.1002/chem.201203174

Reference yield: 68.0%

2-benzyl-8-chloro-2-(pyridin-2-ylthio)octanenitrile (1510799-55-9) + pivaloyl chloride (3282-30-2) → 2-benzyl-8-chloro-2-pivaloyloctanenitrile (1360557-51-2)

Guidance literature:

With n-butyllithium; dibutylmagnesium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h;

DOI:10.1021/ol403020s

Reference yield:

benzyl bromide (100-39-0) → 2-benzyl-8-chloro-2-pivaloyloctanenitrile (1360557-51-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

1.2: 1 h / -78 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.75 h / -78 °C

2.2: 6 h / -78 - 20 °C

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.08 h / -78 °C

4.1: isopropylmagnesium chloride / tetrahydrofuran; diethyl ether / -78 - 20 °C

With n-butyllithium; isopropylmagnesium chloride; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1002/anie.201105630

upstream raw materials:

2-benzyl-8-chloro-2-(phenylsulfinyl)octanenitrile

pivaloyl chloride

α-(phenylthio)-2-phenylethyl cyanide

benzyl bromide