Hydrochloric Acid → HCID 54764462, compound

Temperature

2.5 °C

84.4 g of 1-bromo-2,4,5-trifluorobenzene and 42.1 mL of tetrahydrofuran were added to 250 mL flask, and the resulting reaction solution was cooled to −15-20° C. Under nitrogen atmosphere, 20 mL of isopropylmagnesium chloride [2.0 M tetrahydrofuran solution] was dropped to the reaction solution, and stirred at 0-5° C. for 2 hours to produce Grinard reagent. 31.6 mL of (S)-epichlorohydrin and 42.1 mL of tetrahydrofuran were added to another 250 mL flask; the resulting reaction solution was cooled to −15-−20° C.; and then 7.6 g of copper iodide was added thereto. 42.1 mL of the Grinard reagent produced under nitrogen atmosphere was dropped, and stirred for 3 hours while the reaction temperature was maintained at −15-−20° C. 297 mL of 2 N hydrochloric acid aqueous solution that was cooled at 0-5° C. was dropped to the reaction solution, and then extracted with 297 mL of isopropylether. An organic layer was dehydrated with sodium sulfate, and then concentrated under reduced pressure to obtain 89.8 g of a title compound.

1. customthe resulting reaction solution
2. customto produce Grinard reagent
3. customthe resulting reaction solution
4. temperaturewas cooled to −15-−20° C.
5. custom42.1 mL of the Grinard reagent produced under nitrogen atmosphere
6. additionwas dropped
7. stirringstirred for 3 hours while the reaction temperature
8. temperaturewas maintained at −15-−20° C
9. additionwas dropped to the reaction solution
10. extractionextracted with 297 mL of isopropylether
11. concentrationconcentrated under reduced pressure

ORD record

ord-a22620c3812a490c9c65b8a5c8c6fd98

Source dataset

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09249109B2