Reaktion #92202

Reaktionsgleichung

ethyl 3-(4-chlorobenzyl)-4-(3-chlorophenyl)-2-cyano-4-oxobutanoate

→

ethyl 2-amino-4-(4-chlorobenzyl)-5-(3-chlorophenyl)furan-3-carboxylate

Ausbeute 72.0%

Lösungsmittel

TFA

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated to a residue which
2. 2
   workup.ADDITIONwas diluted with EA (40 mL) and water (8 mL)
3. 3
   TrocknenThe organic layer was dried over Na2SO4
4. 4
   Einengenconcentrated to a residue which
5. 5
   Sonstigewas purified by chromatography
6. 6
   Wascheneluted with PE/EA (5:1)

Vorschrift

A solution of ethyl 3-(4-chlorobenzyl)-4-(3-chlorophenyl)-2-cyano-4-oxobutanoate (1.945 g, 5 mmol) in TFA (20 mL) was stirred at 100° C. for 3 h. The reaction was cooled to RT and concentrated to a residue which was diluted with EA (40 mL) and water (8 mL). The organic layer was dried over Na2SO4 and concentrated to a residue which was purified by chromatography eluted with PE/EA (5:1) to give ethyl 2-amino-4-(4-chlorobenzyl)-5-(3-chlorophenyl)furan-3-carboxylate (1.4 g, 72% yield) as a white solid. LCMS: MH+ 390 and TR=2.503 min.

Quelle