Chlorosuccinimide → 3-Chloro-1H-indole-5-carboxylic acid methyl ester

HRID 2113468

Reaktionsgleichung

Reaktionsgleichung von HRID 2113468
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][CH:9]=[CH:8]2)=[O:4].[Cl:14]N1C(=O)CCC1=O>CO>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][CH:9]=[C:8]2[Cl:14])=[O:4]

Komponenten

4

Edukt 2

HCID 31398ChlorosuccinimideHCID 2737635methyl 1H-indole-5-carboxylate

Produkt 1

HCID 219987283-Chloro-1H-indole-5-carboxylic acid methyl esterAusbeute 62,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 1.4 g (8 mmol) 1H-indole-5-carboxylic acid methyl ester and 1.28 g (9.6 mmol) N-chlorosuccinimid in 40 mL methanol was stirred at room temperature for 16 h. The mixture was evaporated to dryness and taken up in DCM washed with 1N NaHCO3 aq, dried with MgSO4, filtered and evaporated to dryness to yield 1.05 g (62%) of the title compound. MS(m/e): 210.1 (MH+).

Aufarbeitung

  1. customThe mixture was evaporated to dryness
  2. washwashed with 1N NaHCO3 aq
  3. dry with materialdried with MgSO4
  4. filtrationfiltered
  5. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-3b5c17169e574e9a83ea3a80bfdc003e
Quelldatensatz
uspto-grants-2008_10
Patentnummer
US07432255B2

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