Hydrochloric Acid → HCID 66571439, compound

i-Propylmagnesium chloride (2M in THF, 8.98 mL, 17.95 mmol) was added drop wise to a solution of 4-chloro-1-ethyl-2-iodobenzene (4.35 g, 16.3 mmol) in dry THF (40 mL) at −30° C. 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 drop wise 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 EtOAc (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 EtOAc (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-a43b4d0829dc4d9395c9d7ada8896025

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08912200B2