Water → HCID 10014874, Verbindung

HRID 2379527Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2379527
[CH3:1]/[C:2](/[CH2:6][CH2:7]/[CH:8]=[C:9](\[CH3:16])/[CH2:10][CH2:11][CH:12]=[C:13]([CH3:15])[CH3:14])=[CH:3]\[CH2:4]Br.[N-:17]=[N+:18]=[N-:19].[Na+].O>CN(C=O)C>[CH3:1]/[C:2](/[CH2:6][CH2:7]/[CH:8]=[C:9](\[CH3:16])/[CH2:10][CH2:11][CH:12]=[C:13]([CH3:15])[CH3:14])=[CH:3]\[CH2:4][N:17]=[N+:18]=[N-:19]

Komponenten

5

Edukt 3

HCID 962WaterHCID 33557Sodium AzideHCID 5366048(2E,6E)-1-bromo-3,7,11-trimethyldodeca-2,6,10-triene

Produkt 1

HCID 10014874HCID 10014874, VerbindungAusbeute 92,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of (E,E)-3,7,11-trimethyl-2,6,10-dodecatrienyl bromide (1.5 g, 5.26 mmol) and sodium azide (0.68 g, 10.5 mmol) in DMF (20 mL) was stirred at room temperature for 0.5 hours, then poured into cold water and extracted with ether. The ethereal extract was washed with brine, dried, filtered and evaporated to yield a residue. Purification of the residue by flash chromatography on a silica gel column, using hexane as the eluant, afforded the title compound as an oil (1.2 g, 4.85 mmol, 92%).

Aufarbeitung

  1. extractionextracted with ether
  2. extractionThe ethereal extract
  3. washwas washed with brine
  4. customdried
  5. filtrationfiltered
  6. customevaporated
  7. customto yield a residue
  8. customPurification of the residue by flash chromatography on a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-729657e0bde74c409d6b67e3ee03031d
Quelldatensatz
uspto-grants-1994_11
Patentnummer
US05362906

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