1,8-Diazabicyclo(5.4.0)undec-7-ene → Methyl 2-(3,5-bis(trifluoromethyl)phenyl)-2-diazoacetate

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

To methyl 3,5-bis(trifluoromethyl)phenylacetate (43.5 g, 160 mmol), in dry acetonitrile (250 ml), cooled to -5° C., was added 2,4,6-triisopropylbenzenesulfonyl azide (52.7 g). To the resulting solution was added 1,8-diazabicyclo[5.4.0]undec-7-ene (25.5 ml), and the mixture was stirred at -5° C. for 1 hour. The mixture was warmed to room temperature, and then stirred for 0.5 hour. The solvents were evaporated at reduced pressure and the residue chromatographed on silica (eluent 5% ether/60-80 bp petrol), to afford the the title compound (45.6 g, 91%) as yellow prisms. I.R (film, NaCl) n 1740, 2140 cm-1.

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