Ethanol → Ethyl 1-methyl-1H-indole-6-carboxylate

HRID 378370

Reaktionsgleichung

Reaktionsgleichung von HRID 378370
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]([OH:13])=[O:12])[CH:9]=2)[CH:4]=[CH:3]1.[CH2:14](O)[CH3:15]>C(Cl)Cl>[CH2:14]([O:12][C:11]([C:8]1[CH:9]=[C:10]2[C:5]([CH:4]=[CH:3][N:2]2[CH3:1])=[CH:6][CH:7]=1)=[O:13])[CH3:15]

Komponenten

4

Edukt 2

HCID 702EthanolHCID 198192611-Methyl-1H-indole-6-carboxylic acid

Produkt 1

HCID 53770857Ethyl 1-methyl-1H-indole-6-carboxylateAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 1.05 g (6.0 mmol) of 1-methyl-1H-indole-6-carboxylic acid in 15 mL of methylene chloride was added to a stirring solution of 1.905 g (10 mmole) of 1-ethyl-3-(3dimethyl-aminopropyl)carbodiimide hydrochloride, 1.20 g (10 mmole) of 4-dirmethylaminopyridine in 20 mL of methylene chloride at room temperature. Ethanol was added and the reaction stirred for 15 h. The reaction mixture was extracted with ethyl acetate, the organic phase was washed with brine and dried on anhydrous magnesium sulfate. Chrorriatographic purification of this material gave 1.08 g (89%) of 1-methyl-1H-indole-6-carboxylic acid ethyl ester as a pale yellow oil.

Aufarbeitung

  1. extractionThe reaction mixture was extracted with ethyl acetate
  2. washthe organic phase was washed with brine
  3. dry with materialdried on anhydrous magnesium sulfate
  4. customChrorriatographic purification of this material

Quellen und Nachweise

ORD-Eintrag
ord-2d756c730e8646349705d48543bdfbb4
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06030994

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