N-bromobutanimide → methyl 2-(2-bromo-1-methyl-1H-indol-3-yl)pentanoate

HRID 590999Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 590999
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH:11]([CH2:16][CH2:17][CH3:18])[C:12]([O:14][CH3:15])=[O:13])=[CH:3]1.[Br:19]N1C(=O)CCC1=O>ClC(Cl)(Cl)Cl>[Br:19][C:3]1[N:2]([CH3:1])[C:10]2[C:5]([C:4]=1[CH:11]([CH2:16][CH2:17][CH3:18])[C:12]([O:14][CH3:15])=[O:13])=[CH:6][CH:7]=[CH:8][CH:9]=2

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 70817995methyl 2-(1-methyl-1H-indol-3-yl)pentanoate

Produkt 1

HCID 70819053methyl 2-(2-bromo-1-methyl-1H-indol-3-yl)pentanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A solution of methyl 2-(1-methyl-1H-indol-3-yl)pentanoate (12b) (860 mg, 3.44 mmol) and N-bromosuccinimide (623 mg, 3.5 mmol) in tetrachloromethane (20 mL) was stirred at room temperature for 5 hours. The mixture was then filtered and the filtrate was washed with water (10 mL), brine (10 mL), dried over sodium sulfate, filtered and evaporated under reduced pressure to afford the desired product (12c) as a brown oil without further purification (1.13 g, 3.44 mmol, 100%).

Aufarbeitung

  1. filtrationThe mixture was then filtered
  2. washthe filtrate was washed with water (10 mL), brine (10 mL)
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b1dfad4959c743908bde6e7ed3469dce
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09238026B2

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