Triethylamine → Methyl 3-(2-chloro-6-fluorophenyl)-2-diazo-3-oxopropionate

反応式

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9](=[O:15])[CH2:10][C:11]([O:13][CH3:14])=[O:12].C(N(CC)CC)C.CS([N:27]=[N+:28]=[N-])(=O)=O>C(#N)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9](=[O:15])[C:10](=[N+:27]=[N-:28])[C:11]([O:13][CH3:14])=[O:12]

参加物

実験手順

To a solution of 5.80 g (25.1 mmol) of methyl 3-(2-chloro-6-fluorophenyl)-3-oxopropionate in 60 mL acetonitrile was added 3.9 mL (28 mmol) of triethylamine followed by 3.05 g (25.2 mmol) of methanesulfonyl azide. The mixture was stirred at room temperature for 18 h and concentrated by rotary evaporation. The resulting solid mass was washed with ethyl acetate/hexanes and the washings were filtered through a plug of silica gel. The filtrate was concentrated to give 4.90 g (76%) of the title compound as a light yellow solid.