Application of 461432-23-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
Step 1: (3R, 4S, 5S) -3, 4-bis (benzyloxy) -5- (benzyloxymethyl) -2- (4-chloro-3- (4-ethoxybenzyl) phenyl) tetrahydrofuran-2-ol (1b) To a stirred -78solution of 5-bromo-2-chloro-4? -ethoxydiphenylmethane (0.64 g, 1.54 mmol) in THF (5 mL) under N2was added n-BuLi (0.77 mL, 2.4 M, 1.84 mmol) dropwise while keeping the temperature below -70. After 30 min, a solution of lactone 1a (500 mg, 1.54 mmol) in THF (10 mL) was added to the above solution and the mixture was stirred at -78for another 2 h. the reaction mixture was quenched by adding saturated aqueous NH4Cl solution and extracted with EtOAc (3 × 5 mL) , combine the organic layer, dried and concentrated, the resulting residue was purified by flash column chromatography (silica gel, EtOAc:PE 1:6) to give 0.56 g of lactol 1b as colorless oil, yield: 55.1H NMR (400 MHz, CDCl3) delta 7.53 (d, J 2.0 Hz, 1H) , 7.45-7.43 (m, 1H) , 7.37-7.24 (m, 14H) , 7.10-7.08 (m, 2H) , 7.05 (d, J 8.4 Hz, 1H) , 6.85-6.82 (m, 1H) , 6.80-6.73 (m, 2H) , 4.67-4.44 (m, 6H) , 4.35-4.29 (m, 2H) , 4.14-3.93 (m, 6H) , 3.67-3.60 (m, 1H) , 3.54 (dd, J 3.6, 10.4 Hz, 1H) , 1.39 (t, J 7.2 Hz, 3H) .
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING; ZHANG, Zhiyuan; HUANG, Shaoqiang; ZHANG, Zhaolan; SU, Yaning; REN, Yan; (73 pag.)WO2016/41470; (2016); A1;,
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