Potassium Iodide → 1-Iodo-3-methoxy-5-(trifluoromethyl)benzene
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1)N.[I-:14].[K+]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([I:14])[CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1Participants
3
Procedure
Using conventional procedures 3-methoxy-5-trifluoromethylaniline (J. Chem. Soc., 1951, 2013) was diazotised and reacted with potassium iodide to give 3-methoxy-5-trifluoromethyliodobenzene, as an oil. The product so obtained was reacted with boro tribromide using the conditions described in Note b. above to give 3-hydroxy-5-trifluoromethyliodobenzene in 95% yield, as an oil. The product so obtained was reacted with 2-bromomethylnaphthalene using the conditions described in Example 1 to give 3-(naphth-2-ylmethoxy)-5-trifluoromethyliodobenzene in 62% yield, m.p. 65°-66° C.
Sources & evidence
- ORD record
- ord-53de91337a0b4f65aced2b96155f100c
- Source dataset
- uspto-grants-1993_03
- Patent number
- US05196422
Reaction notes
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