(2-Methylsulfanylphenyl)methanol → 1-(Bromomethyl)-2-(methylsulfanyl)benzene
Reaktionsgleichung
[CH3:1][S:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5]O.[Br-:11].[Br-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>CO>[CH3:1][S:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5][Br:11]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of 400 mg (2.59 mmol) of 2-methylthio-benzylalcohol in 8 mL of methanol was added 1.42 g (3.37 mmol) of triphenylphosphine dibromide and stirred at room temperature for 18 h. The mixture was concentrated and purified by silica gel flash chromatography, eluting with 2% ethyl acetate/hexane to give 289 mg of the title compound. NMR (CDCl3): δ 2.50 (s, 3H), 4.63 (s, 2H), 7.13 (m, 1H), 7.27 (m, 2H), 7.34 (d, 1).
Aufarbeitung
- concentrationThe mixture was concentrated
- custompurified by silica gel flash chromatography
- washeluting with 2% ethyl acetate/hexane
Quellen und Nachweise
- ORD-Eintrag
- ord-453d8481790c4a13b55496e65d3ffb87
- Quelldatensatz
- uspto-grants-1998_05
- Patentnummer
- US05750549
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