Hydrochloric Acid → HCID 66571439, compound

i-Propylmagnesium chloride (2 M in THF, 8.98 mL, 17.95 mmol) was added dropwise to a cooled (−30° C.) solution of 4-chloro-1-ethyl-2-iodobenzene (4.35 g, 16.3 mmol) in dry THF (40 mL) and the reaction mixture was stirred at the same temperature for 30 min, under argon. After this time, trimethylborate (3.63 mL, 32.6 mmol) was added dropwise and the reaction mixture was stirred at the same temperature for 1.5 h. HCl (1 M, 16 mL) was added and the reaction mixture extracted with AcOEt (3×50 mL). The combined organic layers were dried over sodium sulfate and, after removal of the solvent, a solid was obtained, which was triturated with hexane to obtain the title compound as a white solid (2.15 g, 72%).

1. stirringthe reaction mixture was stirred at the same temperature for 1.5 h
2. extractionthe reaction mixture extracted with AcOEt (3×50 mL)
3. dry with materialThe combined organic layers were dried over sodium sulfate
4. customafter removal of the solvent
5. customa solid was obtained
6. customwhich was triturated with hexane

ORD record

ord-b5fe260349a5474e9f4705a320e64dca

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09284298B2