Triphenylphosphine → 2-(5-(trifluoromethyl)-1H-indol-3-yl)ethanamine

HRID 1777545Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1777545
[N:1]([CH2:4][CH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:15]([F:18])([F:17])[F:16])[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>[F:17][C:15]([F:16])([F:18])[C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:5][CH2:4][NH2:1]

Komponenten

4

Edukt 2

HCID 11776TriphenylphosphineHCID 866638363-(2-azidoethyl)-2-(triethylsilyl)-5-(trifluoromethyl)-1H-indole

Produkt 1

HCID 120301362-(5-(trifluoromethyl)-1H-indol-3-yl)ethanamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 3-(2-azidoethyl)-2-(triethylsilyl)-5-(trifluoromethyl)-1H-indole (0.400 g; 1.09 mmol) and triphenylphosphine (0.427 g; 1.63 mmol) in methanol (5 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 (3.26 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 (3.26 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-6a9b407d595d4ebb81db5c8e6da875a0
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09266832B2

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