The important role of 3-Bromobicyclo[4.2.0]octa-1,3,5-triene

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H7Br

To a mixture of 3-bromobicyclo[4.2.0]octa-1,3,5-triene (10 g, 54.63 mmol, 1.00 equiv) in THF (100 mL) was added n-BuLi (2.5 M in hexane, 21.9 mL, 1.00 equiv) dropwise with stirring at -78C. The reaction mixture was stirred for 20 min at -78C. To the resulting mixture was then added a solution of 5-bromo-2-methylbenzaldehyde (1 1.4 g, 57.27 mmol, 1.05 equiv) in THF (10 mL) dropwise at -78C. The reaction mixture was stirred for 1 h at -78C. NH4CI/H20 was added and the mixture was extracted with EtOAc thrice. The combined extracts were washed with brine and dried over Na2S04, then concentrated and purified by chromatography on silica gel (20: 1 PE/EA) to yield (5-bromo-2-methylphenyl)(1,2-dihydrocyclobutabenzen-4-yl)methanol as colorless oil. 1 H NMR (400 MHz, Chloroform-d) delta 7.83 (d, J = 2.2 Hz, 1H), 7.34 (dd, J = 8.0, 2.2 Hz, 1H), 7.17 (dd, J = 7.5, 1.5 Hz, 1H), 6.96 -7.07 (m, 3 H), 5.89 (s, 1H), 3.16 (s, 5 H), 2.15 (s, 3 H).

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary