Hydrochloric Acid → HCID 12691335, compound

Temperature

-78 °C

Under nitrogen atmosphere, a 500 mL glass flask was charged with 30.0 g (95.0 mmol) of 1,3,5-tribromobenzene and 400 mL of diethyl ether, followed by cooling to −78° C. At −78° C., 60 mL of a 1.6M solution containing 96.0 mmol of n-butyllithium in hexane was added dropwise by spending 1 hr, followed by aging at −78° C. for 1 hr. After confirming lithiation by gas chromatography, 16.6 g (100.0 mmol) of hexafluoroacetone was bubbled at −78° C., followed by stirring for 1 hr. After stirring, the reaction liquid was added to 400 mL of 2N hydrochloric acid to separate it into an organic layer and an aqueous layer. The aqueous layer was extracted with 100 mL of isopropyl ether. The combined organic layer was dried with anhydrous magnesium sulfate, followed by concentration with an evaporator and then solid distillation, thereby obtaining 23.0 g of 1-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-3,5-dibromobenzene (yield: 60%) represented by the following formula.

1. additionwas added dropwise
2. waitby aging at −78° C. for 1 hr
3. customwas bubbled at −78° C.
4. stirringAfter stirring
5. customthe reaction liquid
6. customto separate it into an organic layer
7. extractionThe aqueous layer was extracted with 100 mL of isopropyl ether
8. dry with materialThe combined organic layer was dried with anhydrous magnesium sulfate
9. concentrationfollowed by concentration with an evaporator
10. distillationsolid distillation

ORD record

ord-9545244e3be248c1896cbf745dbd4bfb

Source dataset

uspto-grants-2012_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08304508B2