Triphenylphosphine → 2-(5,6-Dichloro-1H-indol-3-yl)ethanamine

HRID 1777555Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1777555
[N:1]([CH2:4][CH2:5][C:6]1[C:14]2[C:9](=[CH:10][C:11]([Cl:16])=[C:12]([Cl:15])[CH:13]=2)[NH:8][C:7]=1[Si](CC)(CC)CC)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>CO>[Cl:15][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][C:11]=1[Cl:16])[NH:8][CH:7]=[C:6]2[CH2:5][CH2:4][NH2:1]

Komponenten

4

Edukt 2

HCID 11776TriphenylphosphineHCID 866993923-(2-Azidoethyl)-5,6-dichloro-2-(triethylsilyl)-1H-indole

Produkt 1

HCID 133016902-(5,6-Dichloro-1H-indol-3-yl)ethanamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 3-(2-azidoethyl)-5,6-dichloro-2-(triethylsilyl)-1H-indole (0.497 g; 1.35 mmol) and triphenylphosphine (0.529 g; 1.35 mmol) in methanol (10 mL) was stirred at 70° C. for 2 hours. The reaction mixture was concentrated under reduced pressure and the crude material was dissolved in a solution of tetrabutylamonium fluoride (4.04 mL 1M) in THF, stirred at room temperature for 36 hours, and concentrated under reduced pressure. The crude material was used without any further purification.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutionthe crude material was dissolved in a solution of tetrabutylamonium fluoride (4.04 mL 1M) in THF
  3. stirringstirred at room temperature for 36 hours
  4. concentrationconcentrated under reduced pressure
  5. customThe crude material was used without any further purification

Quellen und Nachweise

ORD-Eintrag
ord-518fca3dfc114fe29036d55eddec0411
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09266832B2

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