Water → farnesylamine

HRID 488157Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 488157
O.[CH3:2]/[C:3](/[CH2:9][CH2:10]/[CH:11]=[C:12](\[CH3:19])/[CH2:13][CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])=[CH:4]\[CH2:5][N:6]=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[CH3:2]/[C:3](/[CH2:9][CH2:10]/[CH:11]=[C:12](\[CH3:19])/[CH2:13][CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])=[CH:4]\[CH2:5][NH2:6]

Komponenten

5

Edukt 3

HCID 962Water2×HCID 11776TriphenylphosphineHCID 10014874HCID 10014874, Verbindung

Produkt 1

HCID 6449783farnesylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Water (46 μL) was added to a stirred mixture of (E,E)-3,7,11-trimethyl-2,6,10-dodecatrienylazide (0.8 g, 3.2 mmol) and triphenylphosphine (0.94 g, 3.62 mmol) in THF (3 mL) and stirred at room temperature overnight. An additional amount of water (46 ML) was added and stirred for another two hours. The reaction mixture was evaporated to dryness and the residue was redissolved in methylene chloride, then MgSO4 was added and filtered. The filtrate was concentrated in vacuo to give the crude title compound as an oily solid which was used in the next step without purification.

Aufarbeitung

  1. stirringstirred for another two hours
  2. customThe reaction mixture was evaporated to dryness
  3. dissolutionthe residue was redissolved in methylene chloride
  4. additionMgSO4 was added
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d0a60b80fcd24b76a175e444d58de7ed
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05298655

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