ChemicalBook CAS DataBase List 2-Chloro-3-fluoronitrobenzene

2-Chloro-3-fluoronitrobenzene synthesis

6synthesis methods

Product Name:2-Chloro-3-fluoronitrobenzene
CAS Number:21397-07-9
Molecular formula:C6H3ClFNO2
Molecular Weight:175.54

402-67-5 Synthesis

402-67-5
267 suppliers
$6.00/5g

21397-07-9
135 suppliers
$30.00/1g

Yield:21397-07-9 79.8%

Reaction Conditions:

with hexachloroethane;lithium tert-butoxide in N,N-dimethyl-formamide at 60; for 4 h;Inert atmosphere;regioselective reaction;

Steps:

Synthetic procedure of compound 6

A solution of 1-fluoro-3-nitrobenzene (1.41g, 10mmol), t-BuOLi (2.00g, 25mmol) and C₂Cl₆ (4.73g, 20 mmol) in 15ml dry DMF was stirred for 4h at 60°C under N₂atmosphere. Ethyl acetate was added and the resulting organic solution was washed by 1M HCl, saturated NaHCO₃ and brine successively. The solvent was removed under reduced pressure and the residue was purified on column chromatography (eluted by 0.5% ethyl acetate in petroleum ether) to obtain 6 as a colorless oil. Yield: 79.8%, ¹H NMR (400 MHz, CDCl₃) δ 7.77-7.69 (m, 1H, Ph-H), 7.48-7.41 (m, 2H, Ph-H).

References:

Wei, Wei;Zhou, Shaa;Cheng, Dandan;Li, Yuxin;Liu, Jingbo;Xie, Yongtao;Li, Yonghong;Li, Zhengming [Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,# 15,p. 3365 - 3369] Location in patent:supporting information