ChemicalBook CAS DataBase List 1-(2-Chloroethoxy)-4-nitrobenzene

1-(2-Chloroethoxy)-4-nitrobenzene synthesis

10synthesis methods

Product Name:1-(2-Chloroethoxy)-4-nitrobenzene
CAS Number:3383-72-0
Molecular formula:C8H8ClNO3
Molecular Weight:201.61

100-02-7

107-04-0

3383-72-0

1-(2-Chloroethoxy)-4-nitrobenzene was synthesized as follows: cesium carbonate (28.7 mmol) was added to a solution of 4-nitrophenol (28.7 mmol) in anhydrous ethanol (15 mL), followed by 1-bromo-2-chloroethane (86.2 mmol). The reaction mixture was heated to reflux at 80 °C for 8 hours. Upon completion of the reaction, the mixture was cooled, the reaction was quenched with water and extracted with ethyl acetate (EtOAc). The organic layers were combined, washed sequentially with water and brine, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to give an orange residue. Grinding of the residue with ethanol (EtOH) gave 1-(2-chloroethoxy)-4-nitrobenzene in 66% yield. Mass spectrum (MS) (m/z): (M+1)+ 202.2.

100-02-7 Synthesis

100-02-7
54 suppliers
$11.00/5G

107-04-0
283 suppliers
$9.00/1g

3383-72-0
142 suppliers
$25.00/1g

Yield: 84%

Reaction Conditions:

with potassium carbonate in acetonitrile at 80;

Steps:

2a Preparation Example 2a: 1-(2-Chloroethoxy)-4-nitrobenzene
p-Nitrophenol (1.39 g, 10 mmol) and potassium carbonate (1.38 g, 10 mmol) were added to 25 ml of acetonitrile, and then 1-bromo-2-chloroethane (2.5 ml, 30 mmol) was added dropwise, and the mixture was refluxed at 80 ° C overnight. After the reaction, water was added to dissolve potassium carbonate, extracted with ethyl acetate, and the organic phase was washed with saturated sodium hydrogencarbonate and brine.Evaporation to dryness gave a white solid (1.69 g, yield 84%).The product was not purified.Used directly in the next step.

References:

Beijing Xinchen Pharmaceutical Technology Co., Ltd.;Yin Yuxin;Zhai Zheng CN109593064, 2019, A Location in patent:Paragraph 0089; 0090; 0091