4-Chlorobenzylamine synthesis
- Product Name:4-Chlorobenzylamine
- CAS Number:104-86-9
- Molecular formula:C7H8ClN
- Molecular Weight:141.6
623-03-0
104-86-9
General procedure for the synthesis of p-chlorobenzylamine from p-chlorobenzonitrile: Ruthenium(II) complex (1 M) and 2-butanol (5 mL) were added to a 25 mL flask under argon protection and stirred for 5 min at room temperature. Subsequently, KOtBu (0.05 mM) was added and stirring was continued for 5 minutes. Next, p-chlorobenzonitrile (0.5 mM) was added and the reaction mixture was heated on a hot plate at 120°C for 30 minutes. Upon completion of the reaction, the catalyst was separated from the reaction mixture by the addition of petroleum ether, followed by filtration. The filtrate was neutralized with 1 M HCl. The ether layer was purified by short path silica gel column chromatography. Hexadecane was added to the purified filtrate as an internal standard and the yield of the product p-chlorobenzylamine was determined by gas chromatography (GC).
104-83-6
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104-86-9
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Yield:104-86-9 85%
Reaction Conditions:
with ammonium hydroxide;potassium dihydrogenphosphate in tert-butyl methyl ether at 20; for 0.5 h;Autoclave;Reagent/catalyst;Solvent;
Steps:
1.1-1.3; 1-2
(1) Add 127.5g (7.50mol) of liquid ammonia and 159g (0.75mol) of potassium phosphate into a 1L stainless steel autoclave;(2) Using 198g methyl tert-butyl ether to dilute 120.8g (0.75mol) parachlorobenzyl chloride, the diluted parachlorobenzyl chloride was slowly injected into the autoclave using a high-pressure liquid pump. Maintain 5mL/min, after 75min injection, use a small amount of methyl tert-butyl ether to clean the pipeline;(3) Stir at room temperature and maintain the reaction for 30 minutes. After completion, take out the reaction solution. After purification, the product p-chlorobenzylamine is obtained. The purification operation provided in this example is:The reaction solution was taken out, filtered, and the filter cake was washed twice with 50ml methyl tert-butyl ether, and the filtrate was used to recover the solvent under normal pressure, and then the product p-chlorobenzylamine could be obtained by simple distillation under reduced pressure.The p-chlorobenzylamine prepared in this example is a colorless and transparent liquid. The purity of the product as measured by gas chromatography is 99.0percent, and the yield is 85percent.
References:
Shandong Nong Pharmaceutical Xue Institute;Liu Qinsheng;Zuo Bojun;Jiang Aizhong;Chai Hongwei;Wang Minggang;Liu Jun;Li Lei;Xu Yumei;Wu Yiyang;Sun Qixia CN111470981, 2020, A Location in patent:Paragraph 00031-0045
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104-86-9
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104-86-9
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104-86-9
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104-88-1
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104-86-9
293 suppliers
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