4-Bromo-3-(trifluoromethyl)aniline → 3-Trifluoromethyl-4-vinylaniline

Temperatur

80 °C

In 20 mL of isopropanol, 10 mL of water and 5 mL of t-butylamine, 4.0 g (16.7 mmol) of 4-bromo-3-(trifluoromethyl)aniline was dissolved, and 4.0 g (29.9 mmol) of potassium (trifluoro)vinylborate and 300 mg (0.37 mmol) of PdCl2(dppf)2•2(dichloromethane) complex were added thereto, and the mixture solution was stirred in an argon atmosphere at 80° C. for 20 hours. The reaction solution was concentrated and the residue was partitioned between water and ethyl acetate, and the organic layer was washed with a saturated sodium chloride solution and concentrated under reduced pressure. The product was purified by a silica gel column (n-hexane:ethyl acetate=6:1) to obtain 2.475 g (79%) of a target product as a pale yellow oil.

1. concentrationThe reaction solution was concentrated
2. customthe residue was partitioned between water and ethyl acetate
3. washthe organic layer was washed with a saturated sodium chloride solution
4. concentrationconcentrated under reduced pressure
5. customThe product was purified by a silica gel column (n-hexane:ethyl acetate=6:1)

ORD-Eintrag

ord-744a22c9d51640a2a06e84a07a95c9aa

Quelldatensatz

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08609656B2