Reaktion #68391

Reaktionsgleichung

N-(3,4-difluorobenzyl)-4,4-dimethyl-3-oxopentanamide

Compound 112

N-(3,4-difluorobenzyl)-4,4-dimethyl-3-oxopentanamide

ethyl4-fluoro-3-nitrobenzoate

Compound 113

ethyl4-fluoro-3-nitrobenzoate

K2CO3

→

title compound

Ethyl 4-(1-(3,4-Difluorobenzylamino)-4,4-dimethyl-1,3-dioxopentan-2-yl)-3-nitrobenzoate

Lösungsmittel

EtOAc

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with 1 M HCl, H2O, and brine
2. 2
   Trocknendried over Na2SO4
3. 3
   Einengenconcentrated in vacuo
4. 4
   SonstigeThe residue was purified by chromatography on silica gel (0→30% EtOAc-hexanes)

Vorschrift

To a solution of N-(3,4-difluorobenzyl)-4,4-dimethyl-3-oxopentanamide (Compound 112, 126 mg, 0.47 mmol) and ethyl4-fluoro-3-nitrobenzoate (Compound 113, 100 mg, 0.47 mmol) in DMSO (1 ml) was added K2CO3 (130 mg, 0.94 mmol). The mixture was stirred at room temperature for 16 h, diluted with EtOAc, washed with 1 M HCl, H2O, and brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→30% EtOAc-hexanes) to yield the title compound as a yellow solid.

Quelle