Reaktionsgleichung
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][CH:11]=[CH:12][N:13]=2)=[CH:5][CH:4]=1.B(Br)(Br)Br>C(Cl)Cl>[S:10]1[CH:11]=[CH:12][N:13]=[C:9]1[C:6]1[CH:7]=[CH:8][C:3]([OH:2])=[CH:4][CH:5]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- -78 °C
Versuchsvorschrift
To a solution of the product from step 2 (1.0 g, 5.23 mmol) in methylene chloride (25 ml) was slowly added boron tribromide (2.00 ml, 15.7 mmol) at −78° C., and stirred at −78° C. for 1 h. After it was stirred at room temperature for 16 h, the reaction mixture was poured into ice-water. The product was collected on a filter, washed with ether to yield the product from step two (0.84 g, 84%). 1HNMR (400 MHz, CDCl3) δ 6.88 (d, J=8.8 Hz, 2H), 7.67 (d, J=3.2 Hz, 1H), 7.79 (d, J=8.8 Hz, 2H), 7.85 (d, J=3.2 Hz, 1H), MS (ESI−) m/z 176 (M−1).
Aufarbeitung
- customat −78° C.
- stirringAfter it was stirred at room temperature for 16 h
- customThe product was collected on a filter
- washwashed with ether
Quellen und Nachweise
- ORD-Eintrag
- ord-6cf63859ede545348979f087c5a33e73
- Quelldatensatz
- uspto-grants-2011_08
- Patentnummer
- US07989480B2
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