Sodium Nitrite → Ethyl 2-(6-chloro-5-(2,2,2-trifluoroethoxy)-4'-(trifluoromethyl)biphenyl-3-yl)-4-methylpentanoate

温度

80 °C

Ethyl 2-(6-amino-5-(2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3-yl)-4-methylpentanoate (640 mg, 1.3 mmol) was dissolved in a mixture of MeCN/H2O/HCl 15 mL/15 mL/1 mL at 0° C. A solution of NaNO2 (0.138 g, 2.0 mmol) in water (2 mL) was added drop wise at 0° C., and the reaction mixture was stirred for 40 min, at the same temperature. A solution of CuCl (1.32 g, 13.4 mmol) in water (5 mL) was added drop wise at 0° C. The reaction mixture was heated to 80° C. for 2 h and the mixture was concentrated under reduced pressure. The reaction mixture was extracted with EtOAc (3×50 mL), and the combined organic layers were washed with water (50 mL) followed by brine (50 mL). The solution was dried over Na2SO4, filtered and concentrated to give crude black oil which was purified by chromatography over silica gel (hexane/EtOAc) to give the ethyl 2-(6-chloro-5-(2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3-yl)-4-methylpentanoate (380 mg) as a yellow solid.

1. concentrationthe mixture was concentrated under reduced pressure
2. extractionThe reaction mixture was extracted with EtOAc (3×50 mL)
3. washthe combined organic layers were washed with water (50 mL)
4. dry with materialThe solution was dried over Na2SO4
5. filtrationfiltered
6. concentrationconcentrated
7. customto give crude black oil which
8. customwas purified by chromatography over silica gel (hexane/EtOAc)

ORDレコード

ord-601cce1053984f1bb57577dd71b465e2

出典データセット

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08367863B2