1-(4-Fluoro-3-methoxyphenyl)ethanone → HCID 67347834, Verbindung
Reaktionsgleichung
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([F:10])=[C:6]([O:11][CH3:12])[CH:5]=1)=[O:3].[Br:13][C:14]1[CH:15]=[C:16]([Li])[CH:17]=[CH:18][CH:19]=1>>[Br:13][C:14]1[CH:15]=[C:16]([C:2]([C:4]2[CH:9]=[CH:8][C:7]([F:10])=[C:6]([O:11][CH3:12])[CH:5]=2)([OH:3])[CH3:1])[CH:17]=[CH:18][CH:19]=1Komponenten
3
Versuchsvorschrift
In an analogous reaction sequence to that described for Building Block C, the reaction of 4-fluoro-3-methoxyacetophenone with 3-bromophenyllithium yielded the (RS)-1-(3-bromo-phenyl)-1-(4-fluoro-3-methoxy-phenyl)-ethanol which was used as crude material in the following elimination reaction with a catalytic amount of p-toluenesulfonic acid to yield the title compound (yield: 91% of theory) as a light yellow oil. TLC: Rf: 0.69 (silica gel; heptane:ethyl acetate=4:1, UV, 254 nm).
Quellen und Nachweise
- ORD-Eintrag
- ord-ff4260d2bf754164a587faca40feaea5
- Quelldatensatz
- uspto-grants-2011_08
- Patentnummer
- US07989449B2
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