Reaktionsgleichung
[CH3:1][C:2]1[CH2:6][CH2:5][CH2:4][CH:3]=1.Cl[N-:8][S:9]([C:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=1)(=[O:11])=[O:10].[Na+].[Br-].[Br-].[Br-].C[N+](C)(C)C1C=CC=CC=1.C[N+](C1C=CC=CC=1)(C)C.C[N+](C1C=CC=CC=1)(C)C.O>C1COCC1>[CH3:1][C:2]12[N:8]([S:9]([C:12]3[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=3)(=[O:10])=[O:11])[CH:6]1[CH2:5][CH2:4][CH2:3]2Komponenten
6
Reaktionsbedingungen
- Temperatur
- 25 °C
Versuchsvorschrift
To a solution of 1-methylcyclopent-1-ene (CAS number 693-89-0; 50.0 g, 609.75 mmol) iii and sodium chloro(4-methylbenzenesulfonyl)azanide (CAS number 127-65-1; 192 g, 680.85 mmol) in THF (2500 ml) was added trimethylphenylammonium tribromide (13.3 g, 61.57 mmol). The reaction was stirred vigorously at 25° C. for 12 hours. The reaction mixture was poured into water (1500 ml) and the organics were extracted with ethyl acetate (3×1000 ml). The combined organics were washed with water (500 ml), brine (500 ml), dried over sodium sulfate and concentrated in vacuo. This was then purified by column chromatography (silica, 0-2.5% ethyl acetate/n-hexane) to afford the title compound.
Aufarbeitung
- extractionthe organics were extracted with ethyl acetate (3×1000 ml)
- washThe combined organics were washed with water (500 ml), brine (500 ml)
- dry with materialdried over sodium sulfate
- concentrationconcentrated in vacuo
- customThis was then purified by column chromatography (silica, 0-2.5% ethyl acetate/n-hexane)
Quellen und Nachweise
- ORD-Eintrag
- ord-3662870c197c4417a45b083481a04d69
- Quelldatensatz
- uspto-grants-2015_10
- Patentnummer
- US09156829B2
Verknüpfte Notizen
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