Water → 5-Bromo-2-(2-pyrrolidin-1-ylethoxy)benzylamine

HRID 734849Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 734849
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[N:20]([CH2:23][C:24]1[CH:37]=[C:36]([Br:38])[CH:35]=[CH:34][C:25]=1[O:26][CH2:27][CH2:28][N:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1)=[N+]=[N-].O>C1COCC1>[Br:38][C:36]1[CH:35]=[CH:34][C:25]([O:26][CH2:27][CH2:28][N:29]2[CH2:33][CH2:32][CH2:31][CH2:30]2)=[C:24]([CH:37]=1)[CH2:23][NH2:20]

Komponenten

5

Edukt 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 860769251-[2-(2-Azidomethyl-4-bromophenoxy)ethyl]pyrrolidine

Produkt 1

HCID 608783045-Bromo-2-(2-pyrrolidin-1-ylethoxy)benzylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

0.66 g (2.50 mmol) of triphenylphosphine was added to a solution of 0.40 g (1.23 mmol) 1-[2-(2-azidomethyl-4-bromophenoxy)ethyl]pyrrolidine in 5 mL of THF and the mixture was stirred for 30 minutes at RT. Water was added and the aqueous phase was exhaustively extracted with DCM. The combined organic extracts were dried over magnesium sulfate and evaporated down in vacuo. Yield: 0.185 g (50% of theoretical); C13H19BrN2O (M=299.207); calc.: molpeak (M+H)+: 299/301 (Br); found: molpeak (M+H)+: 299/301 (Br); HPLC-MS: 1.38 minutes (method A).

Aufarbeitung

  1. extractionthe aqueous phase was exhaustively extracted with DCM
  2. dry with materialThe combined organic extracts were dried over magnesium sulfate
  3. customevaporated down in vacuo
  4. custom1.38 minutes (method A)

Quellen und Nachweise

ORD-Eintrag
ord-7cb3bb0020624d43912b34a8c10b5490
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07592358B2

Notizen zur Reaktion

Wird geladen…