ChemicalBook CAS DataBase List 5-chloro-2,2-dimethyl-pentanenitrile

5-chloro-2,2-dimethyl-pentanenitrile synthesis

5synthesis methods

Product Name:5-chloro-2,2-dimethyl-pentanenitrile
CAS Number:4207-54-9
Molecular formula:C7H12ClN
Molecular Weight:145.63

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109-70-6 Synthesis

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Yield:4207-54-9 100%

Reaction Conditions:

with lithium hexamethyldisilazane at 70; for 16 h;

Steps:

A [00373] Step A: Preparation of 5-chloro-2,2-dimethylpentanenitrile

[00373] Step A: Preparation of 5-chloro-2,2-dimethylpentanenitrile: Isobutyronitrile (1.38 g, 20.0 mmol) and l-bromo-3-chloropropane (3.46 g, 22.0 mmol) were sequentially added to a 1 M solution of lithium bis(trimethylsilyl)amide (20.0 mL, 20.0 mmol) while stirring. After stirring at 70 °C for 16 hours, the reaction mixture was quenched with water then extracted with DCM. The combined organic layers were dried with MgS0₄, filtered and concentrated in vacuo to afford 5-chloro-2,2-dimethylpentanenitrile (2.91 g, 100% yield). 1H NMR (CDC1₃) δ 3.57-3.61 (m, 2H), 1.94-2.02 (m, 2H), 1.67-1.72 (m, 2H), 1.37 (s, 6H).

References:

WO2014/78322,2014,A1 Location in patent:Paragraph 00373

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