Hydrochloric Acid → Methyl 1-isopropyl-1H-indole-6-carboxylate

HRID 378372Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 378372
CO[CH:3](OC)[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([O:13][CH3:14])=[O:12])=[CH:7][C:6]=1[NH:15][CH:16]([CH3:18])[CH3:17].Cl>CO>[C:11]([C:8]1[CH:7]=[C:6]2[C:5]([CH:4]=[CH:3][N:15]2[CH:16]([CH3:18])[CH3:17])=[CH:10][CH:9]=1)([O:13][CH3:14])=[O:12]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 193540554-Carbomethoxy-2-(N-2-propylamino)phenylacetaldehyde dimethylacetal

Produkt 1

HCID 10608809Methyl 1-isopropyl-1H-indole-6-carboxylateAusbeute 97,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

4-Carbomethoxy-2-(N-2-propylamino)phenylacetaldehyde dimethylacetal (3.7 g, 13.15 mmole) was refluxed with 100 mL of 1N hydrochloric acid in methanol for 1 h. The solution was concentrated and the residue dissolved in 50 mL of ethyl acetate, washed with saturated sodium bicarbonate solution, dried organic layer over magnesium sulfate and evaporated to give 2.78 g of 6-carbomethoxy-1-(2-propyl)indole.

Aufarbeitung

  1. concentrationThe solution was concentrated
  2. dissolutionthe residue dissolved in 50 mL of ethyl acetate
  3. washwashed with saturated sodium bicarbonate solution, dried organic layer over magnesium sulfate
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-ee653f7bebe748cdb1a83ef871bf4b78
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06030994

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