Ethyl Acetate → 1-(4-Amino-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl ester
Reaction equation
[CH3:1][O:2][C:3]([C:5]1([O:8][C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[C:11]([F:18])[CH:10]=2)[CH2:7][CH2:6]1)=[O:4].C(OCC)(=O)C>C(O)C>[CH3:1][O:2][C:3]([C:5]1([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[C:11]([F:18])[CH:10]=2)[CH2:7][CH2:6]1)=[O:4]Participants
4
Procedure
To a solution of 4.49 g (17.6 mmol) 1-(3-fluoro-4-nitro-phenoxy)-cyclopropanecarboxylic acid methyl ester in 50 mL ethanol 0.5 g 10% palladium on charcoal was added and the suspension stirred for 8 h at room temperature under an atmosphere of hydrogen (1.7 bar). After the addition of 100 mL ethyl acetate the catalyst was filtered off, the filtrate evaporated and dried under high vacuum to give the title compound as a brown oil (98%) which was used in the next step without further purification. MS (TS) m/e (M+H)+: 226.1.