Reaktion #161679

Reaktionsgleichung

3-chloroperbenzoic acid

3-chloroperbenzoic acid

3-bromoquinoline

→

3-bromoquinoline-1-oxide

Lösungsmittel

DCM

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigedid not rise above 10° C
2. 2
   workup.ADDITIONAfter the addition
3. 3
   Sonstigedried on sodium sulphate
4. 4
   Filtrationfiltered off)
5. 5
   workup.ADDITIONwas again added dropwise
6. 6
   workup.STIRRINGthe mixture was stirred overnight at RT
7. 7
   workup.ADDITIONSaturated aqueous sodium carbonate solution was added
8. 8
   Sonstigethe phases were separated
9. 9
   Sonstigethe organic phase was dried on sodium sulphate
10. 10
    FiltrationThe solution was filtered through activated charcoal
11. 11
    Sonstigeevaporated down i

Vorschrift

A solution of 72% 3-chloroperbenzoic acid (97.8 g (0.408 mol) dissolved in 1 L DCM, dried on sodium sulphate and filtered off) was added dropwise to a solution of 85.0 g 0.41 mol) 3-bromoquinoline in 100 mL DCM cooled to 5° C. Care was taken to ensure that the temperature of the reaction mixture did not rise above 10° C. After the addition had ended the mixture was stirred for 5 h, then a solution of 72% 3-chloroperbenzoic acid (25.0 g, 0.104 mol) dissolved in 200 mL DCM, dried on sodium sulphate and filtered off) was again added dropwise and the mixture was stirred overnight at RT. Saturated aqueous sodium carbonate solution was added, the phases were separated and the organic phase was dried on sodium sulphate. The solution was filtered through activated charcoal and then evaporated down i. vac.

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