Reaktion #77242

Reaktionsgleichung

2-tributylstannylfuran

2-chloro-5-nitrobenzoyl chloride

→

title compound

Ausbeute 78.7%

2-Chloro-5-nitrophenyl 2-furyl ketone

Ausbeute 78.7%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated in vacuo
2. 2
   SonstigeThe resultant oil is chromatographed on silica gel with methylene chloride-hexanes

Vorschrift

To a mixture of 2-chloro-5-nitrobenzoyl chloride(5.50 g, 0.0250 mol) and tetrahydrofuran is added 2-tributylstannylfuran (10.1 g, 0.0275 mol) followed by dichloro-bis-triphenylphosphine palladium (0.540 g, 0.00075 mol). The resultant mixture is stirred overnight at room temperature and concentrated in vacuo. The resultant oil is chromatographed on silica gel with methylene chloride-hexanes to afford the title compound as a bright yellow solid (4.95 g, 78.7%, mp 93-96° C.) which is identified by IR and NMR spectral analysis.

Quelle