2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → Tert-butyl [4-(benzyloxy)-2-chlorophenyl]acetate

Temperatur

60 °C

To a solution of 4-(benzyloxy)-1-bromo-2-chlorobenzene (1 g, 3.36 mmol) in THF (10 ml) was added 2-tert-butoxy-2-oxoethylzinc chloride (13.44 ml, 6.72 mmol). Nitrogen gas bubbled through the mixture for 10 min. Pd2(dba)3 (0.154 g, 0.180 mmol) and X-PHOS (0.160 g, 0.336 mmol) were added and the resulting mixture heated at 60° C. for 50 min. The mixture was cooled, diluted with ethyl acetate (20 mL), washed with aqueous ammonium chloride (saturated, 1×15 mL), dried over MgSO4, filtered and the solvent evaporated under reduced pressure. The residue was purified by column chromatography on silica gel Biotage 50M, using a gradient eluant of EtOAc/Hexane (0-20%) to afford the title compound. LC/MS (m/z): 333 (M+H)+.

1. customNitrogen gas bubbled through the mixture for 10 min
2. temperatureThe mixture was cooled
3. washwashed with aqueous ammonium chloride (saturated, 1×15 mL)
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. customthe solvent evaporated under reduced pressure
7. customThe residue was purified by column chromatography on silica gel Biotage 50M

ORD-Eintrag

ord-7cc225b74bd04fe28410c1388a2d980f

Quelldatensatz

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09018224B2