Application of 17247-58-4, The chemical industry reduces the impact on the environment during synthesis 17247-58-4, name is (Bromomethyl)cyclobutane, I believe this compound will play a more active role in future production and life.
Step 2: (3aS,4S,65′)-2-[(1S)-1-chloro-2-cyclobutylethyl]-3a,5,5-trimethylhexahydro-4,6-methano-1,3,2-benzodioxaborole (intermediate 2)To Mg (13.60 g, 560 mmol) in THF (650 mL) was added DIBAL (1 M in toluene, 9.1 mL, 9.1 mmol) under N2, and the mixture was stirred for 30 min at room temperature. Intermediate 2 (40.6 mL, 360 mmol) was then added dropwise below 40 C. and the reaction mixture was stirred at room temperature for 2.5 h. After cooling to -78 C., the solution was transferred to a solution of intermediate 1 (70 g, 0.267 mol) in THF (400 mL) at -78 C. under N2 protection and the resulting mixture was stirred for 45 min. ZnCl2 (1 M in Et2O, 750 mL, 750 mmol) was then added in one portion, the mixture was allowed to warm to room temperature and stirred overnight. To the reaction mixture were added ethyl acetate (800 mL) and sat. NH4Cl (350 mL), the mixture was stirred for 1 h and the organic layer was washed with water (300 mL), brine (300 mL), dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography (petroleum ether: ethyl acetate=20:12:1) to afford intermediate 2 (65 g, 82% yield) as a colorless oil.
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, (Bromomethyl)cyclobutane, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2010/81633; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary