Methyl iodide → 5-Fluoro-2-methoxyaniline

HRID 1381112Notes

Reaction equation

HRID 1381112 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[C:4]([O:11][CH3:12])[CH:3]=1.[F:13]C1C=CC([N+]([O-])=O)=C(O)C=1.CI>>[F:13][C:7]1[CH:2]=[CH:3][C:4]([O:11][CH3:12])=[C:5]([CH:6]=1)[NH2:8]

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 99375-Fluoro-2-nitrophenolHCID 27792505-Fluoro-2-nitroanisole

Product 1

HCID 2231055-Fluoro-2-methoxyanilineYield 98%

Procedure

Reduction of 1-fluoro-3-methoxy-4-nitrobenzene (0.11 mol) (prepared by methylation of 5-fluoro-2-nitrophenol with methyl iodide was carried out according to Step (b) of Example XII to provide 14.8 g (98% yield) of 5-fluoro-2-methoxyaniline used without further purification.

Sources & evidence

ORD record
ord-836ef1bf3bbc457196e8dba13ccc57d1
Source dataset
uspto-grants-1986_04
Patent number
US04585773

Reaction notes

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